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Synthesis and Properties of Lewis Acidic Perfluoroorganotin Halides with 2,3,5,6‐Tetrafluoropyridyl and Pentafluoroethyl Substituents
Author(s) -
Wiesemann Markus,
Stammler HansGeorg,
Neumann Beate,
Hoge Berthold
Publication year - 2017
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.201700915
Subject(s) - chemistry , halide , lewis acids and bases , reagent , acetonitrile , alkylation , medicinal chemistry , stereochemistry , organic chemistry , catalysis
In this paper, the synthesis of perfluoroorganotin bromides featuring 2,3,5,6‐tetrafluoropyridyl (C 5 F 4 N) and pentafluoroethyl (C 2 F 5 ) substituents of the general composition BrSn(C 2 F 5 ) n (C 5 F 4 N) 3– n ( n = 0–2) is discussed. The utilization of the p ‐tolyl unit as a protecting group and LiC 5 F 4 N and LiC 2 F 5 as perfluoroarylation and alkylation reagents allows a stepwise sequence of deprotection with HX (X = Cl, Br) and substitution to afford heteroleptic stannanes with three different substituents. In the solid state, BrSn(C 5 F 4 N) 3 and BrSn(C 2 F 5 )(C 5 F 4 N) 2 readily add water or acetonitrile and increase their coordination numbers. These results emphasize the Lewis acidic character of such perfluoroorganotin halides.