​Genuine Carbene Versus Carbene–Like Reactivity

Lorkowski, Jan; Yorkgitis, Patrick; Serrato, Melinda R.; Gembicky, Milan; Pietraszuk, Cezary; Bertrand, Guy; Jazzar, Rodolphe

doi:10.1002/anie.202401020

Title: Genuine Carbene Versus Carbene–Like Reactivity

Journal Article · 16 April 2024 · Angewandte Chemie (International Edition)

DOI: https://doi.org/10.1002/anie.202401020 · OSTI ID:2339572

Lorkowski, Jan ^[1]; Yorkgitis, Patrick ^[2]; Serrato, Melinda R. ^[2]; Gembicky, Milan ^[2]; Pietraszuk, Cezary ^[3]; Bertrand, Guy ^[2]; Jazzar, Rodolphe ^[2]

University of California San Diego, La Jolla, CA (United States); University of California San Diego
University of California San Diego, La Jolla, CA (United States)
Adam Mickiewicz University (Poland)

Singlet carbenes are not always isolable and often even elude direct detection. When they escape observation, their formation can sometimes be evidenced by in-situ trapping experiments. Furthermore, is carbene-like reactivity genuine evidence of carbene formation? Herein, using the first example of a spectroscopically characterized cyclic (amino)(aryl)carbene (CAArC), we cast doubt on the most common carbene trapping reactions as sufficient proof of carbene formation.

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Research Organization:: University of California San Diego, La Jolla, CA (United States)

Sponsoring Organization:: USDOE Office of Science (SC), Basic Energy Sciences (BES)

Grant/Contract Number:: SC0009376

OSTI ID:: 2339572

Journal Information:: Angewandte Chemie (International Edition), Journal Name: Angewandte Chemie (International Edition) Journal Issue: 27 Vol. 63; ISSN 1433-7851

Publisher:: WileyCopyright Statement

Country of Publication:: United States

Language:: English

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