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Updated: Jun 9, 2026

Isolating Free Carbenes, their Mixed Dimers and Organic Radicals
Published on: April 19, 2019
"Carbon dichloride": dihalocarbenes sixty years after Hine
1Wright and Rieman Laboratories, Department of Chemistry and Chemical Biology, Rutgers, The State University of New Jersey, New Brunswick, New Jersey 08903, USA. moss@rutchem.rutgers.edu
Abstract:
We describe new syntheses of dichlorodiazirine, difluorodiazirine, and chlorofluorodiazirine. From these precursors, laser flash photolysis enables the generation of CCl(2), CF(2), and CClF. We describe the formation and chemistry of bromodichloromethide carbanion from CCl(2), the ambiplilicity of CCl(2), the complexation of CCl(2) by aromatic ethers, and the kinetics and activation parameters attending the additions of CCl(2), CF(2), and CClF to several alkenes.
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