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Tridentate Lewis Acids: Silicon‐Functionalised 1,3,5‐Triethynylbenzene and 1,3,5‐Trivinylbenzene
Author(s) -
Schwartzen Anna,
Siebe Lena,
Schwabedissen Jan,
Neumann Beate,
Stammler HansGeorg,
Mitzel Norbert W.
Publication year - 2018
Publication title -
european journal of inorganic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.667
H-Index - 136
eISSN - 1099-0682
pISSN - 1434-1948
DOI - 10.1002/ejic.201800279
Subject(s) - chemistry , hydrosilylation , lewis acids and bases , silylation , catalysis , silicon , organic chemistry , fluorine , chlorine , polymer chemistry , medicinal chemistry
Planar tridentate Lewis acids were synthesised by hydrosilylation reactions of triethynylbenzene with chlorosilanes. Hydrogenation of the rigid triethynylbenzene using hydrogen in the presence of Lindlar's catalyst resulted in the formation of trivinylbenzene. The hydrosilylation of this compound enabled the synthesis of flexible tridentate Lewis acids with SiClMe 2 and SiCl 2 Me, SiCl 3 groups. In order to increase the acidity, the chlorine substituents of the tridentate Lewis acids were substituted by fluorine and compounds with SiF 2 Me and SiF 3 groups were obtained. The Lewis acidity of the isolated compounds was determined with the Gutmann–Beckett method. The results show the presence of cooperative effects of the silyl groups.