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B(C 6 F 5 ) 3 ‐Catalyzed Selective Chlorination of Hydrosilanes
Author(s) -
Chulsky Karina,
Dobrovetsky Roman
Publication year - 2017
Publication title -
angewandte chemie international edition
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 5.831
H-Index - 550
eISSN - 1521-3773
pISSN - 1433-7851
DOI - 10.1002/anie.201700324
Subject(s) - catalysis , chemistry , silanes , tin , stoichiometry , reagent , transition metal , metal , reactivity (psychology) , inorganic chemistry , medicinal chemistry , organic chemistry , silane , medicine , alternative medicine , pathology
The chlorination of Si−H bonds often requires stoichiometric amounts of metal salts in conjunction with hazardous reagents, such as tin chlorides, Cl 2 , and CCl 4 . The catalytic chlorination of silanes often involves the use of expensive transition‐metal catalysts. By a new simple, selective, and highly efficient catalytic metal‐free method for the chlorination of Si−H bonds, mono‐, di‐, and trihydrosilanes were selectively chlorinated in the presence of a catalytic amount of B(C 6 F 5 ) 3 or Et 2 O⋅B(C 6 F 5 ) 3 and HCl with the release of H 2 as a by‐product. The hydrides in di‐ and trihydrosilanes could be selectively chlorinated by HCl in a stepwise manner when Et 2 O⋅B(C 6 F 5 ) 3 was used as the catalyst. A mechanism is proposed for these catalytic chlorination reactions on the basis of competition experiments and density functional theory (DFT) calculations.