Russia launched 21 ballistic missiles against Kyiv in three successive waves overnight on 21–22 October, striking residential buildings, energy facilities and transport infrastructure just hours after President Vladimir Putin held peace negotiations with US presidential envoy Steve Witkoff in St Petersburg.

Ukrainian President Volodymyr Zelenskyy confirmed on Thursday morning that at least two people had been killed and 34 injured, including five children, in Russian attacks affecting 12 Ukrainian regions. The capital sustained extensive damage, with strikes reported against railway and metro infrastructure, shopping centres, industrial premises and a monastery.

The bombardment followed a three-hour meeting between Witkoff and Putin on Wednesday, during which the Russian president indicated his willingness to resume trilateral negotiations involving Moscow, Washington and Kyiv. The Russian attacks continued despite the diplomatic initiative, prompting Zelenskyy to call for renewed international pressure on the Kremlin.

Kyiv Under Three Waves of Ballistic Missiles

In a statement published on Telegram, Zelenskyy said Russian forces had launched three waves of ballistic missiles against the Ukrainian capital, causing numerous direct hits and widespread destruction.

The Ukrainian president referred sarcastically to Russia’s supposed humanitarian intentions, an apparent reference to Witkoff’s description of Putin as a humanitarian during their meeting the previous day.

Emergency services were deployed across several districts of Kyiv, where residential and commercial buildings suffered damage. Part of the capital’s metro infrastructure on the Southern Bridge was affected, disrupting traffic, while a strike on an ambulance station in the Pecherskyi district damaged six emergency vehicles. No medical personnel were injured at that location.

According to Ukrainian military and emergency service reports, the overnight assault also involved 210 attack drones and several types of missiles, including Iskander-M, S-400, Zircon and Oniks weapons.

By Thursday morning, Ukrainian air defences had intercepted or suppressed 181 drones. Russian weapons struck 32 locations, while debris from intercepted drones fell at eight others.

The assault followed several consecutive days of Russian attacks against Kyiv, including earlier strikes on hospitals, residential buildings and the capital’s transport network.

Witkoff’s Meeting with Putin

The timing of the latest bombardment placed renewed scrutiny on Washington’s diplomatic engagement with Moscow.

On 21 October, Witkoff met Putin at the Konstantin Palace in St Petersburg, accompanied by Russian officials, including Kirill Dmitriev, the Kremlin’s representative for international economic cooperation. The discussions lasted approximately three hours.

The meeting followed talks in Oslo on 20 October, where Witkoff and Jared Kushner met Zelenskyy alongside Norwegian Prime Minister Jonas Gahr Støre and Finnish President Alexander Stubb.

Following the St Petersburg meeting, Witkoff described the discussions as constructive and indicated that negotiations would continue at the technical level between representatives of the United States, Russia and Ukraine.

Putin reportedly expressed agreement in principle to restarting trilateral negotiations, potentially during the first half of November. However, no agreement on a ceasefire or suspension of Russian attacks was announced.

The meeting also attracted controversy after Witkoff praised Putin as a humanitarian following the release of Stephen Hubbard, a 74-year-old American citizen who had been detained in Russia for more than four years.

The remarks prompted criticism from Republican lawmakers in Washington, who questioned the characterisation of the Russian president while Moscow continued its military campaign against Ukraine.

Zelenskyy Calls for Pressure Rather Than Diplomatic Concessions

Zelenskyy characterised the overnight missile attack as evidence that Russia’s participation in negotiations had not produced any substantive change in its conduct.

He argued that diplomatic efforts to end the war should continue but must be accompanied by measures capable of altering Moscow’s military calculations.

Those measures, according to the Ukrainian president, include stronger air defence capabilities, faster deliveries of interceptor missiles, the ability to destroy Russian ballistic missile launchers and continued economic sanctions.

The latest attacks also place Ukraine’s air defence requirements firmly within the ongoing negotiations with Washington. Kyiv has repeatedly sought additional Patriot missiles and more reliable advance warning of Russian ballistic launches, particularly as repeated strikes place increasing demands on its interception capabilities.

For the Trump administration, the immediate question is whether Russia’s stated willingness to negotiate can produce verifiable commitments to reduce hostilities.

The Kremlin has offered the prospect of further talks without announcing a halt to its offensive operations. Kyiv, meanwhile, continues to face missile and drone attacks against civilian infrastructure even as discussions concerning a possible settlement proceed.

The events of 21–22 October leave Washington’s diplomatic initiative moving forward against the background of an expanding Russian aerial campaign, with no indication that Moscow intends to suspend its attacks while negotiations continue.

Talks in Oslo have restored diplomatic contact between Kyiv and Washington, but Donald Trump continues to demand concessions from Ukraine while Moscow shows little willingness to compromise. Steve Witkoff’s forthcoming meeting with Russian officials will expose the limits of the American peace initiative.

The latest negotiations over Russia’s war against Ukraine have produced a renewed diplomatic initiative, with US presidential envoy Steve Witkoff preparing to travel to St Petersburg on Wednesday, 21 October, following consultations with Ukrainian and European leaders in Oslo.

President Volodymyr Zelenskyy met Witkoff alongside Norwegian Prime Minister Jonas Gahr Støre and Finnish President Alexander Stubb on Tuesday. Jared Kushner, Donald Trump’s son-in-law, participated remotely. The discussions covered territorial questions, security guarantees, sanctions and proposals for a partial ceasefire.

The meeting concluded with cautious expressions of optimism. Stubb suggested that the negotiating process was back on track, while Støre confirmed that Witkoff would present proposals developed by American, Ukrainian and European representatives to the Russian leadership.

However, the diplomatic improvement contrasts with Trump’s renewed public pressure on Zelenskyy, raising questions about Washington’s negotiating strategy and whether Moscow has any intention of accepting the proposed settlement.

Washington’s contradictory signals

Speaking in the Oval Office on Tuesday, Trump again insisted that Ukraine must reach an agreement with Russia, portraying Moscow’s military position as increasingly advantageous.

His remarks closely resembled arguments advanced during earlier disputes with Zelenskyy, when Washington pressed Kyiv to accept territorial concessions rather than increase pressure on the Kremlin.

Meanwhile, Secretary of State Marco Rubio sought to reassure the Ukrainian leadership that American military cooperation had not been deliberately restricted.

Rubio denied that Trump had ordered changes to intelligence-sharing or weapons assistance. Zelenskyy subsequently confirmed that Ukraine was again receiving American early-warning intelligence concerning Russian ballistic missile attacks.

Nevertheless, serious problems remain. Ukraine has reported delays in deliveries of American-made Patriot interceptors purchased by European allies, while restrictions affecting the military Starshield satellite communications system have not been fully resolved.

These difficulties are particularly serious as Russia intensifies attacks against Ukrainian electricity infrastructure, attempting to undermine civilian services ahead of winter.

The conflicting signals leave Kyiv negotiating with an administration whose diplomatic representatives promise continued cooperation while its president publicly demands Ukrainian concessions.

Security guarantees without NATO membership

Among the proposals discussed in Oslo were security arrangements intended to provide Ukraine with protection comparable to NATO’s Article 5 collective-defence provision.

Zelenskyy acknowledged that American representatives had discussed such guarantees, although their precise obligations and enforcement mechanisms remain undisclosed.

The proposal presents a fundamental negotiating problem.

Russia has consistently opposed Ukrainian NATO membership, partly because the alliance’s collective-defence commitments would increase the consequences of any renewed Russian aggression.

An alternative arrangement offering genuinely comparable protection would consequently encounter many of the same Russian objections.

Conversely, guarantees lacking a credible enforcement mechanism would leave Ukraine exposed to another attack after a ceasefire.

Moscow’s record provides little reassurance. Russia violated Ukraine’s internationally recognised borders in 2014 and launched its full-scale invasion in 2022 despite previous commitments to respect Ukrainian sovereignty.

The Kremlin’s objectives extend beyond territory

Washington’s approach appears increasingly concentrated on securing an agreement involving territorial concessions and restrictions on Ukraine’s future security arrangements.

Yet Putin’s objectives have consistently extended beyond the territories occupied by Russian forces.

The Kremlin has demanded constraints on Ukraine’s military capabilities, international alliances and strategic independence. Accepting territorial gains alone would not necessarily satisfy Moscow’s wider political ambitions.

Russian Foreign Minister Sergei Lavrov has maintained that Moscow is unwilling to make substantial political concessions, while the Kremlin continues to insist that any agreement must address what it describes as the underlying causes of the conflict.

Those conditions have previously included demands that would substantially restrict Ukraine’s sovereignty.

Consequently, even a Ukrainian willingness to consider elements of Washington’s proposals would not guarantee Russian acceptance.

The political calculation behind an energy ceasefire

One possibility under consideration is a limited ceasefire protecting energy and potentially food-related infrastructure.

Zelenskyy has indicated that Ukraine could suspend attacks against Russian energy facilities if Moscow stopped striking Ukrainian infrastructure.

Such an arrangement could reduce immediate civilian suffering. It would also have military and economic consequences.

Ukrainian attacks against Russian refineries, oil terminals and other energy installations have increasingly targeted infrastructure supporting Moscow’s war economy.

A temporary suspension could allow Russia to repair damaged facilities, restore production and stabilise export revenues. Without credible monitoring and enforcement, Moscow could exploit a limited agreement while leaving the wider conflict unresolved.

Trump has additional reasons to seek a rapid diplomatic result. With American congressional elections scheduled for 3 November, his administration is attempting to contain domestic fuel prices and demonstrate progress towards ending the war.

His recent decision to ease restrictions on Russian diesel exports has already provoked concern in Kyiv and European capitals over the potential financial benefits to Moscow.

The danger for Ukraine is that an agreement presented as a diplomatic achievement in Washington could provide Russia with economic relief without altering its military objectives.

The decision awaiting Washington

Witkoff’s visit to St Petersburg will establish whether Moscow is prepared to engage with the proposals developed in Oslo.

Putin could accept a temporary arrangement, particularly one suspending Ukrainian strikes on Russian energy infrastructure, while postponing discussions over territorial and political questions.

Alternatively, Moscow could reject the initiative and maintain its existing demands.

In either case, Washington will face a decision over the consequences of Russian intransigence.

For Kyiv, continued engagement with the United States remains essential because American intelligence, satellite communications and advanced air-defence weapons cannot readily be replaced.

But the prospects for a negotiated settlement will depend less on further Ukrainian concessions than on whether Russia faces sufficient political, military and economic pressure to abandon its maximalist demands.

The Oslo negotiations have restored cooperation between Ukraine, Europe and American mediators. They have not established that Putin is prepared to end the war on terms compatible with Ukraine’s continued independence.

Zelenskyy’s urgent discussion with the US Secretary of State suggests that Washington cannot pursue accommodation with Moscow without confronting opposition in Congress, the requirements of American national security and Ukraine’s continuing dependence on US military support.

The telephone conversation between Ukrainian President Volodymyr Zelenskyy and US Secretary of State Marco Rubio on Tuesday, 20 October, has exposed an increasingly uncomfortable contradiction in American policy towards Russia. While President Donald Trump is easing economic pressure on Moscow and attempting to restrain Ukrainian attacks on Russian energy infrastructure, senior members of his administration are having to address the consequences for Ukraine’s defence.

Zelenskyy raised three immediate concerns: the availability of Patriot interceptor missiles, interruptions to American early-warning intelligence concerning Russian ballistic attacks, and restrictions affecting Starlink and Starshield satellite communications. He described the discussion as constructive, expressing appreciation for Rubio’s willingness to help.

The significance lies less in the diplomatic language than in the circumstances surrounding the call. Washington is attempting to obtain concessions from Moscow while several of its own decisions have weakened confidence in the security arrangements on which Kyiv depends. Rubio’s involvement suggests that these difficulties cannot simply be left unresolved while Trump’s envoys pursue another round of negotiations.

The political cost of concessions to Moscow

Trump’s recent decisions concerning Russian energy exports have brought an existing disagreement over Ukraine into American domestic politics.

The administration has facilitated Russian diesel exports and waived new sanctions under the Graham Act, legislation intended to increase pressure on Russia and its principal energy customers. Rubio has said the president will use a 60-day period to assess the economic consequences of implementing the measures.

For Trump, the immediate attraction is apparent. Rising fuel prices have become a political liability ahead of the 3 November congressional midterm elections. Increasing supplies on international markets offers the administration a potential means of relieving pressure on American consumers.

The difficulty is that concessions to Vladimir Putin carry their own electoral consequences. Moscow remains deeply unpopular among substantial sections of the American political establishment, including Republicans who regard support for Ukraine as a matter of American strategic interest.

That opposition is no longer confined to public criticism. Republican senators have joined Democrats in challenging decisions affecting Ukraine’s military capabilities, creating an additional problem for an administration already facing a difficult electoral environment.

Trump can justify Russian energy concessions as an attempt to protect American consumers. Explaining why Ukraine should simultaneously experience interruptions to critical defence systems is considerably more difficult.

Rubio and the machinery of American foreign policy

Rubio’s position within the administration is particularly important. As both Secretary of State and National Security Adviser, he occupies two offices central to the formulation and execution of American foreign policy.

His conversation with Zelenskyy took place during a diplomatic tour of Uzbekistan and India, demonstrating that the deterioration in relations with Kyiv required attention even while the administration was pursuing other international priorities.

It would be premature to interpret Rubio’s intervention as evidence of an independent foreign policy. There is no indication that he is acting against Trump’s instructions. The more plausible interpretation is that the administration recognises a need to contain the consequences of its recent decisions without requiring the president publicly to reverse his position.

The controversy surrounding Starshield is particularly revealing. Reuters reported that instructions to restrict the satellite service used by Ukrainian forces originated inside the White House. The officials cited did not identify who authorised the order, while the administration has denied Trump’s personal involvement.

Separately, Zelenskyy has reported failures to receive advance warnings of Russian ballistic attacks. The cause of those interruptions remains disputed.

These developments have already attracted congressional scrutiny. Republican Senator Thom Tillis and Democratic Senator Jeanne Shaheen led a bipartisan request for an investigation, warning that failures in communications and intelligence-sharing may have endangered American personnel in Ukraine.

Congress cannot directly manage the administration’s foreign policy. Nevertheless, its powers over expenditure, legislation and oversight make sustained opposition politically consequential, particularly when members of the president’s own party are involved.

Ukraine needs military assistance, not diplomatic promises

The immediate requirements in Kyiv are considerably more specific than the objectives being discussed in Washington’s diplomatic negotiations.

Ukraine needs reliable satellite communications, uninterrupted intelligence concerning incoming missiles and sufficient Patriot interceptors to defend its cities and critical infrastructure. Delays in any of these areas have consequences that cannot be addressed through declarations about a future peace settlement.

The shortage of Patriot missiles is particularly serious. Zelenskyy has complained that American authorisation is delaying deliveries under arrangements financed by European governments. Washington’s commitments elsewhere, including the Middle East, add further pressure to American air-defence inventories.

Meanwhile, preparations for new negotiations in Oslo involving American envoys Steve Witkoff and Jared Kushner continue. The involvement of European leaders may broaden the diplomatic discussion, but it does not resolve the central obstacle: Putin has offered no convincing indication that he is prepared to end the invasion on terms acceptable to Ukraine.

Proposals concerning Ukrainian elections, NATO membership or alternative negotiating arrangements remain subordinate to that problem. Without a ceasefire that can be enforced, even an agreement on the political framework for peace would leave fundamental questions of security unanswered.

The limits of presidential power

Trump retains substantial authority over American sanctions, military assistance and diplomatic engagement. Yet his ability to offer Moscow meaningful concessions is constrained by several factors beyond his immediate control.

Congress can challenge further attempts to weaken sanctions or restrict assistance. European governments maintain their own sanctions regimes and are not obliged to follow Washington’s approach. Ukraine retains considerable military capacity, including the ability to attack Russian energy facilities that contribute to financing the war.

Nor can the American president compel Putin to accept a settlement. If Russia calculates that continuing military operations offers greater advantages than negotiations, additional concessions from Washington may encourage Moscow to prolong the conflict rather than end it.

Rubio’s conversation with Zelenskyy therefore suggests that the administration is being forced to confront the practical consequences of its policy. An American president may seek improved relations with Moscow, but the institutional interests of the United States do not necessarily change with his personal diplomatic priorities.

For Kyiv, the question is whether those interests will translate into the continued supply of weapons, intelligence and communications support. Russia’s attacks will continue irrespective of the timetable established for American diplomatic initiatives.