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Reactions of Si 2 Br 6 with N‐Heterocyclic Carbenes
Author(s) -
Schweizer Julia I.,
Sturm Alexander G.,
Porsch Timo,
Berger Matthias,
Bolte Michael,
Auner Norbert,
Holthausen Max C.
Publication year - 2018
Publication title -
zeitschrift für anorganische und allgemeine chemie
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.354
H-Index - 66
eISSN - 1521-3749
pISSN - 0044-2313
DOI - 10.1002/zaac.201800163
Subject(s) - disproportionation , carbene , adduct , chemistry , imidazole , medicinal chemistry , density functional theory , derivative (finance) , reaction mechanism , computational chemistry , stereochemistry , organic chemistry , catalysis , financial economics , economics
A combined experimental and theoretical study on the reaction of Si 2 Br 6 with N‐heterocyclic carbenes is reported. Employment of an imidazole‐2‐ylidene with methyl groups in C 4 ‐ and C 5 ‐position results in the disproportionation of Si 2 Br 6 into the adducts NHC→SiBr 2 and NHC→SiBr 4 . According to expectation, the hydrogenated derivative 1,3‐bis(2,6‐diisopropylphenyl)imidazol‐2‐ylidene forms analogous disproportionation products of Si 2 Br 6 at low temperatures, whereas reaction at higher temperatures furnishes the 4‐SiBr 3 ‐substituted NHC. The underlying formation mechanism explored by means of density functional theory calculations features an abnormal carbene intermediate.