Carbene transfer reactivity from a nickelacyclobutane

María L.G. Sansores-Paredes; Martin Lutz; Marc Etienne Moret

doi:10.1039/d4cc04273e

Carbene transfer reactivity from a nickelacyclobutane

María L.G. Sansores-Paredes, Martin Lutz, Marc Etienne Moret^*

^*Corresponding author for this work

Research output: Contribution to journal › Article › Academic › peer-review

Abstract

A formal carbene-transfer reaction from an isolated nickelacyclobutane to an isocyanide to form a ketenimine is reported. DFT calculations support a stepwise 1,1-insertion/fragmentation pathway without a carbene intermediate. This unusual reactivity suggests a potential new role as “carbene reservoir” for nickelacyclobutanes, which are typically seen as intermediates in catalytic cyclopropanation.

Original language	English
Pages (from-to)	12397-12400
Number of pages	4
Journal	Chemical Communications
Volume	60
Issue number	85
DOIs	https://doi.org/10.1039/d4cc04273e
Publication status	Published - 4 Nov 2024

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abstract = "A formal carbene-transfer reaction from an isolated nickelacyclobutane to an isocyanide to form a ketenimine is reported. DFT calculations support a stepwise 1,1-insertion/fragmentation pathway without a carbene intermediate. This unusual reactivity suggests a potential new role as “carbene reservoir” for nickelacyclobutanes, which are typically seen as intermediates in catalytic cyclopropanation.",

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N2 - A formal carbene-transfer reaction from an isolated nickelacyclobutane to an isocyanide to form a ketenimine is reported. DFT calculations support a stepwise 1,1-insertion/fragmentation pathway without a carbene intermediate. This unusual reactivity suggests a potential new role as “carbene reservoir” for nickelacyclobutanes, which are typically seen as intermediates in catalytic cyclopropanation.

AB - A formal carbene-transfer reaction from an isolated nickelacyclobutane to an isocyanide to form a ketenimine is reported. DFT calculations support a stepwise 1,1-insertion/fragmentation pathway without a carbene intermediate. This unusual reactivity suggests a potential new role as “carbene reservoir” for nickelacyclobutanes, which are typically seen as intermediates in catalytic cyclopropanation.

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Carbene transfer reactivity from a nickelacyclobutane

Abstract

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