A Crystalline (Amino)(chloro)Carbene: A Platform for Nucleophilic Substitution at a Carbene Center

W Wenyi Dong (UCSD‐CNRS Joint Research Chemistry Laboratory (IRL 3555) Department of Chemistry and Biochemistry University of California San Diego La Jolla USA) M Mehdi Abdellaoui (UCSD‐CNRS Joint Research Chemistry Laboratory (IRL 3555) Department of Chemistry and Biochemistry University of California San Diego La Jolla USA) D Daniel Chan (UCSD‐CNRS Joint Research Chemistry Laboratory (IRL 3555) Department of Chemistry and Biochemistry University of California San Diego La Jolla USA) F François Vermersch (UCSD‐CNRS Joint Research Chemistry Laboratory (IRL 3555) Department of Chemistry and Biochemistry University of California San Diego La Jolla USA) P Patrick Yorkgitis (UCSD-CNRS Joint Research Laboratory (IRL 3555), Department of Chemistry and Biochemistry) M Mohand Melaimi (UCSD‐CNRS Joint Research Chemistry Laboratory (IRL 3555) Department of Chemistry and Biochemistry University of California San Diego La Jolla USA) M Michèle Soleilhavoup (UCSD‐CNRS Joint Research Chemistry Laboratory (IRL 3555) Department of Chemistry and Biochemistry University of California San Diego La Jolla USA) G Guy Bertrand (UCSD-CNRS Joint Research Laboratory (IRL 3555), Department of Chemistry and Biochemistry)

Abstract

ABSTRACT Halogenocarbenes have attracted significant interest for almost a century because they combine classical singlet carbene reactivity with the presence of a readily substituted halogen group. Before this work, no halogenocarbenes had been isolated and taming their instability remained a synthetic challenge. This report describes the preparation of room temperature stable (amino)(chloro)carbenes and examples of their substitution chemistry at the carbene center, unlocking access to a wide range of acyclic carbenes.

Article Details

Volume / Issue Vol. 65, Issue 27
Published July 01, 2026
ISSN 1433-7851
Publisher Wiley

Journal Info

Angewandte Chemie International Edition

Wiley

ISSN: 1433-7851 Physical Sciences

Authors (8)

W

Wenyi Dong

UCSD‐CNRS Joint Research Chemistry Laboratory (IRL 3555) Department of Chemistry and Biochemistry University of California San Diego La Jolla USA

M

Mehdi Abdellaoui

UCSD‐CNRS Joint Research Chemistry Laboratory (IRL 3555) Department of Chemistry and Biochemistry University of California San Diego La Jolla USA

D

Daniel Chan

UCSD‐CNRS Joint Research Chemistry Laboratory (IRL 3555) Department of Chemistry and Biochemistry University of California San Diego La Jolla USA

F

François Vermersch

UCSD‐CNRS Joint Research Chemistry Laboratory (IRL 3555) Department of Chemistry and Biochemistry University of California San Diego La Jolla USA

P

Patrick Yorkgitis

UCSD-CNRS Joint Research Laboratory (IRL 3555), Department of Chemistry and Biochemistry

M

Mohand Melaimi

UCSD‐CNRS Joint Research Chemistry Laboratory (IRL 3555) Department of Chemistry and Biochemistry University of California San Diego La Jolla USA

M

Michèle Soleilhavoup

UCSD‐CNRS Joint Research Chemistry Laboratory (IRL 3555) Department of Chemistry and Biochemistry University of California San Diego La Jolla USA

G

Guy Bertrand

UCSD-CNRS Joint Research Laboratory (IRL 3555), Department of Chemistry and Biochemistry