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Oxidative Addition at a Carbene Center: Synthesis of an Iminoboryl–CAAC Adduct
Author(s) -
Dahcheh Fatme,
Stephan Douglas W.,
Bertrand Guy
Publication year - 2015
Publication title -
chemistry – a european journal
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.687
H-Index - 242
eISSN - 1521-3765
pISSN - 0947-6539
DOI - 10.1002/chem.201405887
Subject(s) - carbene , adduct , chemistry , trimethylsilyl , reactivity (psychology) , alkyl , medicinal chemistry , cationic polymerization , oxidative addition , electrophile , photochemistry , organic chemistry , catalysis , medicine , alternative medicine , pathology
The reaction of a cyclic (alkyl)(amino)carbene (CAAC) with dichloro‐ and dibromobis(trimethylsilyl)aminoborane results in the formation of haloiminoborane–CAAC adducts. When the iodo analogue is used, an oxidative addition at the carbene center affords a cationic iminoboryl–CAAC adduct, featuring a boron–nitrogen triple bond. Similar salts are also obtained by halide abstraction from the chloro‐ and bromoiminoborane–CAAC adducts. The reactivity of all of these compounds towards CO 2 is discussed.