After more than 40 telephone calls and countless hours of meetings over the past six months, Angela Merkel braced herself for one last push. It was past 10pm and the German chancellor was sitting in a Hilton hotel conference room in Brisbane, Australia. Her interlocutor was the implacable Vladimir Putin.

For nearly two hours, the Russian president reeled off a litany of resentments. The west had proclaimed victory in the cold war. It had cheated Moscow by expanding the EU and Nato right to Russia’s borders. It had ignored international rules to pursue reckless policies in Iraq, Afghanistan and Libya.

The chancellor steered the conversation back to eastern Ukraine, where Russian-backed separatists were engaged in a bloody struggle against the western-backed government in Kiev, according to a person familiar with the meeting. Since the crisis began, Ms Merkel had worked hard to extract some sense from Mr Putin of what he wanted — something she could use to construct an agreement. When he finally offered a solution, she was shocked. Mr Putin declared Kiev should deal with the rebels the way he had dealt with Russia’s breakaway Chechnya region: by buying them off with autonomy and money. A reasonable idea, perhaps, to an ex-KGB colonel. But for an East German pastor’s daughter, with a deeply-ingrained sense of fairness, this was unacceptable.

Vladimir Putin is the master destabiliser. A black belt in judo, he is an expert at keeping opponents off-balance. He alternates between the friendly gesture and the menacing glance. Throughout the crisis in Ukraine, the most serious threat to security in Europe since the end of the cold war, Mr Putin has succeeded in wrongfooting western leaders. They know he wants to restore Russia’s influence and keep Ukraine within his orbit, but are at a loss to divine how he intends to achieve his aims.

Ms Merkel had asked her closest advisers to stay outside during the Brisbane meeting, on November 15 last year. “She wanted to be alone . . . to test whether she could get Putin to be more open about what he really wants,” says someone briefed on the conversation. “But he wouldn’t say what his strategy is, because he doesn’t know.”

When the hotel meeting broke up at about 2am, Chancellor Merkel and President Putin were in dark moods. Hours later, the Russian leader would fly home, missing the second day of the G20 summit and fuming about snubs from other world leaders. Ms Merkel, according to two people briefed on the outcome, left convinced there would be no quick end to the crisis.

She fretted, too, that Mr Putin’s ambitions to reassert Russian influence stretched beyond Ukraine. The next day in Sydney, she cast aside her usual caution. “Who would have thought it possible that 25 years after the fall of the Berlin Wall . . . something like this could happen in the middle of Europe?” she said in a speech. Mr Putin’s escapades in Ukraine called “the whole of the European peaceful order into question”. She also added a new warning — that Russia might come to threaten not just Ukraine, but Georgia or the Balkans.

For Moscow, too, something snapped. Weeks later, a Kremlin official dismissed the notion, often cited in diplomatic circles, that there had ever been a “special relationship” between the two leaders. “Putin and Merkel could never stand each other,” he told the Financial Times. “Of course, they are professionals, so they tried to make the best of it for a long time. But that seems to have changed now.”

A tale of betrayal

The Merkel-Putin encounter in Australia marked a turning point. After a year of crisis, the west realised that it had been pursuing an illusion: for all its post-communist tribulations, Russia was always seen to be on an inexorable path of convergence with Europe and the west — what a senior German official calls the notion that “in the end, they’ll all become like us”.

“Now it’s about acknowledging the differences,” he says. The failure of months of diplomacy left the two sides on the brink of a new cold war. No further Merkel-Putin meetings have taken place since Brisbane, though she still speaks to him by telephone. And as Russian-backed rebels step up the offensive again in eastern Ukraine, the Minsk agreement — the ceasefire signed in September — is in tatters. The fate of Ukraine, an industrialised and agriculturally rich country of 45m people straddling east and west, hangs in the balance. The risks of the conflict escalating remain high.

After interviews with ministers, top EU leaders, diplomats, officials and intelligence officers from more than 10 countries, the FT has reconstructed the months where the diplomacy finally broke down. It is a tale of miscalculations by both sides; of western underestimations of just how far Mr Putin was prepared to go to defend what he presents as Russia’s fundamental interests; and above all, of two sides talking past each other, locked into entirely different narratives.

Maidan protesters among the barricades last February

From Ukraine’s perspective, it is also a tale of betrayal. During the protests that broke out in early 2014 — and ultimately brought down the pro-Moscow government of Viktor Yanukovich — it became the first country in Europe to watch protesters die holding EU flags. The west, many in Kiev believe, has failed Ukraine.

According to officials in Kiev and hardline Russia critics, the west’s greatest failure was the admission it was not prepared to use military force to defend Ukraine against its nuclear-armed neighbour — or even supply it with arms. This hamstrung western policy from the start, leaving economic sanctions as the only credible tool. Some say it left the west with no real policy at all.

But while the EU and US have not managed to bring peace or change Mr Putin’s behaviour, they have scored some successes — in achieving unity on sanctions and the ratification of the EU’s treaty with Kiev. That unity will be tested in the coming months: EU consensus is needed to renew its swingeing economic sanctions against Russia when they are due to expire in June.

So far, the sanctions have acted as what one US official calls an “accelerant” to the unexpected plunge in oil prices, pushing Russia into a deep economic crisis. The rouble has tumbled, leaving Russia facing recession and spiralling inflation, challenging its ability to fund its costly stealth war in Ukraine (where the Kremlin insists there are no Russian soldiers on the ground, despite ample evidence to the contrary).

Ms Merkel has commanded centre stage during the crisis, not merely as Europe’s most senior leader — she took office in 2005 — but also because she has a unique grasp of the forces that shape Mr Putin’s psychology. At 62, he is just two years older than she; both remember the cold war well. Her command of Russian is an advantage, too. Her conversations with Mr Putin, who learned German as a KGB operative in Dresden, often begin in German. But people briefed on their talks say Mr Putin switches to Russian when things “get complicated”.

During a tense meeting in Milan in October, when European leaders struggled, but failed, to hold Mr Putin to the terms of the Minsk agreement, the chancellor broke into an argument in Russian between Mr Putin and Ukrainian President Petro Poroshenko. As the two leaders tussled over a key detail of the accord covering elections in rebel-held territory, she firmly corrected Mr Putin in his native language.

As in the eurozone crisis, Ms Merkel has assumed a leadership role for Germany in international affairs for the first time since the second world war. In her words, Ukraine poses a “test of resolve” for the west, seeing it as a challenge to peace in Europe itself. “Merkel was clear from the very beginning that it’s . . . not a fringe event,” says Norbert Röttgen, head of Germany’s parliamentary foreign affairs committee. The ever-cautious chancellor might have preferred Germany’s main allies to take the lead on Ukraine. But the US, the UK and France were stretched by the turmoil in the Middle East. An EU diplomat says: “Merkel grabbed this and we have been happy for her to grab it.”

The US was happy for her to grab it, too. According to a senior Washington official, Mr Poroshenko, the oligarch elected Ukraine’s president in May, was anxious to hold face-to-face meetings with Mr Putin. But he wanted other leaders in the room capable of holding Mr Putin to commitments. Ms Merkel was the obvious choice. “The administration’s view is that she’s the best interlocutor that we have in the west with Putin,” says an ex-US diplomat.

Obama takes the back-seat

US President Barack Obama has held his own share of calls with Mr Putin, but he has largely taken a back seat. US insiders say the president feels Mr Putin was unresponsive to efforts to build a relationship. “Obama sees the world in win-win terms, Putin sees it in zero-sum terms,” says the ex-diplomat. The two have a visible lack of chemistry. In Mr Obama’s words, Mr Putin has a “kind of slouch, looking like the bored kid in the back of the classroom”.

Ms Merkel is familiar with Mr Putin’s psychological operations. In 2007, he played on her well-known fear of dogs by allowing his black Labrador, Koni, into a meeting with her in his summer residence in Sochi. Photos show her tight-lipped as the Labrador buried its head in her lap.

Berlin officials say the chancellor does not allow Mr Putin to get to her through such displays or, for example, by turning up hours late for a meeting, as he did the night before the summit in Milan. Instead, she turns it to her advantage, treating the Kremlin chief’s bad manners as a sign of weakness.

Putin in Crimea in May last year after its annexation

But Ms Merkel is persistent. For her, talking to Mr Putin is not just about trying to change his behaviour but making sure he understands how Russia’s actions are perceived in the west. Diplomats suspect Mr Putin is surrounded by yes-men afraid to give him the unvarnished truth. They suggest, for example, that he has been surprised by the strength of EU unity over sanctions.

“She’s one of the few who on a regular basis gives him a mirror of his actions,” says a Berlin insider.

She prepares meticulously, studying maps of eastern Ukraine and poring over them in meetings and phone calls with Mr Putin. “There are maps and charts, with roads and checkpoints,” says a European diplomat. “She has these details. She knows about them.”

Ms Merkel used to see Mr Putin as a difficult partner, but one who she could do business with. But the Ukraine crisis has changed her mind. She realised Mr Putin was not telling the truth in their conversations — for example, in his denials that Russian troops were directly involved in the takeover of Crimea and, later, in eastern Ukraine. In public, Ms Merkel has not said Mr Putin has lied, but she has in private. “‘He’s lying,’ that’s what she says to all the other leaders,” says the EU diplomat.

Almost as big a challenge as dealing with Mr Putin has been maintaining unity between the EU and the US, whose ties were severely strained by the Iraq war a decade earlier. Each side has also suffered from internal divisions. In Washington, different arms of the US administration have split, with some state department officials taking a more hawkish stance than the White House.

Within the EU, Poland and the Baltic states are taking a harder line against Russia than countries such as Italy. Ms Merkel has had to persuade a sceptical German business community, wary of damaging ties with Russia, of the need for robust action.

Frank-Walter Steinmeier, German foreign minister, was a long-time proponent of the need to do a deal with Mr Putin over Ukraine. But Ms Merkel has slowly made him realise this may be impossible. In Brisbane, she secured an invite for Mr Steinmier to meet the Russian leader in Moscow because she felt the necessity to “disillusion” him, says a person familiar with the meeting.

Initially, the EU’s sanctions were weaker than those passed by the US — even though the moves were synchronised. But one event in the middle of July bridged all of these gaps, uniting the west in anger at Russia’s aggression: the downing of flight MH17.

It was July 17, Angela Merkel’s 60th birthday. By the time her 650 guests began to arrive at the sleek Konrad Adenauer House in central Berlin, the news from eastern Ukraine was out: a Malaysia Airlines Boeing 777 had crashed, probably shot down. Since the flight was from Amsterdam to Kuala Lumpur, Germans — and many other Europeans — were almost certainly among the 298 passengers and crew presumed dead.

Ms Merkel put out a statement expressing shock and demanding a full investigation. A partygoer close to Ms Merkel recalls her saying little about the disaster. “The chancellor doesn’t like to speak about something until she is sure of her facts. But she was shaken. It was horrendous.”

In Washington, Mr Obama heard the news from Mr Putin. Towards the end of a call arranged to discuss sanctions the US and EU had imposed the day before, Mr Putin mentioned reports of a plane “crashing” in eastern Ukraine. There was no reference to the possibility that it might have been shot down.

By the end of the day, intelligence pointed to rebels in eastern Ukraine as having downed flight MH17 using a Buk ground-to-air missile supplied by Russia, apparently mistaking it for a Ukrainian military plane. Speaking in Detroit, US vice-president Joe Biden said the Boeing had been “shot down, not an accident. Blown out of the sky”.

Unifying moment

The downing of MH17 was a turning point, brutally awakening the western public to how virulent the fighting in eastern Ukraine had become — or, in the words of one senior US official, “the complete Mad Max quality of it all”. What had seemed a low-level, contained conflict had mushroomed into a real war, capable of claiming the lives of innocent civilians who lived hundreds or thousands of miles away.

Yet the danger of such an incident had been mounting for weeks — partly because Ukrainian forces had gained the upper hand militarily over the rebels. A 10-day ceasefire announced by Mr Poroshenko, which had been repeatedly breached, had been called off on July 1. Within days, Ukrainian forces had recaptured Slavyansk, the rebels’ military stronghold. Russia had begun sending heavy weaponry across the border — including anti-aircraft missiles aimed at weakening Ukraine’s air force.

As evidence solidified that the Buk launcher had been supplied by Russia, the incident brought home how much the conflict had become a “proxy” war between Russia and Ukraine — even between Russia and the west.

Some western diplomats thought the incident might provide an opportunity for Mr Putin to make a face-saving exit from the conflict.

“[People thought] perhaps there is a chance that [Moscow will] see it’s getting out of control and start taking weapons out of there,” says an EU foreign minister. “But it was a clear surprise that they continued to arm, that they didn’t back down.”

Ms Merkel was horrified by reports from the crash site that bodies were being looted and rebels were denying investigators proper access. “The chancellor decided that a clear signal must be sent after the shooting down of the civilian plane,” said Philip Missfelder, the Christian Democratic Union’s parliamentary foreign policy spokesman. “We in Germany have the feeling that it made a qualitative difference that civilians were killed.”

Mr Putin was out of view. On Saturday July 19, Ms Merkel became the first western leader since the crash to speak to him, insisting that the separatists aid the recovery of the bodies and allow an investigation. When he protested, as often before, that he had no control over the rebels, she warned that inaction would result in economic consequences.

Our assessment was that Putin was not going to let the separatists lose

Ms Merkel also spoke to Mr Obama. She could see that Mr Putin’s responsibility for the missile-firing was unclear. But failing to secure the crash site was

a “chance not taken by the Russian authorities”, said a Berlin observer close to the chancellor.

On Sunday, the US was confident enough of its intelligence to give a detailed account of what it believed had befallen MH17. John Kerry, secretary of state, announced the US knew the missle’s trajectory — and that it came from separatist-held territory.

Within hours, Mr Putin made his first public appearance since the plane was shot down — in a video posted on the Kremlin’s website at 1.40am Moscow time. Looking sweaty with dark bags under his eyes, Mr Putin spoke of the “terrible tragedy” but acknowledged no responsibility on the part of the rebels, or Russia. Instead, he implied Kiev bore moral responsibility after it called off a ceasefire in June: “I believe that if military operations had not resumed in eastern Ukraine . . . this tragedy probably could have been avoided.”

Western officials who had hoped that Moscow might attempt to calm tensions were disappointed. Russia’s defence ministry presented a narrative entirely at odds with the west’s, claiming that Russian radar had spotted a Ukrainian fighter not far from the jet shortly before the crash.

Some long-serving western diplomats were reminded of Moscow’s response in 1983, when a Soviet fighter downed a Korean airliner that had strayed into its airspace. “It was the same tactic. Lies, throw up chaff,” says one.

But MH17 took place in the era of smartphones and social media. Photos and videos quickly emerged online of a Buk launcher arriving in east Ukraine, then departing minus one missile. Many of the initial conclusions have been borne out by official investigations.

After months of propaganda from Russian state media presenting an entirely different version of the Ukraine crisis, US officials felt they were in a race to get their information about MH17 out quickly. “The Russians just weren’t credible. They got beaten,” says a senior Washington official.

Some Moscow officials and western analysts sympathetic to Russia say the rush to finger-point was a miscalculation by the west. Asked why Mr Putin did not turn MH17 into an opportunity for reconciliation, a former senior Kremlin official said: “Because he was insulted. He acted emotionally. Because your side came out before anything was clear, accusing him of all sorts of things.”

No one outside the Kremlin knows whether there was ever any real possibility of Mr Putin taking a different approach. What is clear, however, is that outrage over MH17 gave the west a newfound sense of unity.

The EU and US took aim at entire sectors of the Russian economy, imposing new sanctions on state-owned banks and oil companies. Along with the unexpected slide in oil prices, these have exacerbated Russia’s financial crisis. The “atmosphere had changed fundamentally” after MH17, an EU foreign minister said.

During a meeting on the sanctions, Poland’s hawkish parliamentary speaker Radoslaw Sikorski, noted to a colleague: “It seems only [Russia critics] are here. I didn’t have to say anything. They have made our points for us.”

Soon enough, Mr Putin would deliver his response.

‘At war with Russia’

In the days around Ukraine’s independence anniversary, August 24, three Russian operational battle groups totalling about 4,000 Russian soldiers crossed the border, with unmarked tanks, armoured personnel carriers and heavy weapons, western officials say.

Russian special forces and military intelligence officers had been in eastern Ukraine since pro-Russian rebels first began seizing towns in April, say Kiev and western intelligence officials. But the entry of regular Russian forces marked a perilous escalation.

“At that point we were no longer talking of an antiterrorist operation,” as Kiev termed its fight against the separatists, says a Poroshenko adviser. “We were at war with Russia.”

Putin and Merkel could never stand each other. But they tried to make the best of it for a long time

Western officials still struggle to understand what Mr Putin’s objectives are. Does he want to restore Novorossiya, the Black Sea territory conquered by Catherine the Great stretching from Donetsk to Odessa? Is he determined to break the Nato alliance? Whatever his objective, one thing became clear in August: Mr Putin was determined not to “lose” in Ukraine.

Western officials had feared such a retaliation for weeks as Ukrainian forces continued to gain the upper hand over the rebels. Reports that rebels were positioning themselves near kindergartens and hospitals prompted a warning call to Mr Poroshenko from Mr Biden, his most frequent US contact.

“[There were] calls from the vice-president that there was not a military solution, and you should be careful about doing things that could provoke a Russian response,” says a White House official. “Our assessment was that Putin was not going to let the separatists lose.”

Ms Merkel echoed the message. “She was holding him back from a military push,” says a person close to the chancellor. “She was saying, don’t underestimate Russia and how Russia will react.”

But there were splits in the US and Europe over how far Ukraine should push its military campaign. “There were some here saying that, if one of Donetsk or Lugansk falls, that will provoke Putin into a massive attack, from which [the Ukrainians] will never recover,” this official says. “Others were saying they should take one of those towns and then sue for peace, to prove to [Putin] that he can’t win.”

In the event, Russian forces entered before Ukraine could retake either city — and rapidly turned the tables. Ukrainian forces had been better armed and disciplined than the rebels. But they were outmatched by the well-organised, heavily-armed Russian forces.

Russian weaponry included Uragan rockets, which can fire shrapnel on a target in precision strikes from 35km away. Ukrainian soldiers “never saw the enemy”, says the adviser to Mr Poroshenko. “It was like a meat-grinder.”

As the carnage mounted, Ukraine’s president realised he had no choice but to push for a ceasefire.

Reporting team: Neil Buckley, Stefan Wagstyl, Peter Spiegel, Roman Olearchyk, Kathrin Hille, Sam Jones, Roula Khalaf, Geoff Dyer and James Politi

Please email your questions on the Ukraine crisis to

ask@ft.com. We will publish the replies from FT reporters on Thursday February 4

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