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From Bidentate Gallium Lewis Acids to Supramolecular Complexes
Author(s) -
Horstmann Jan,
Hyseni Mentor,
Mix Andreas,
Neumann Beate,
Stammler HansGeorg,
Mitzel Norbert W.
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.201701303
Subject(s) - denticity , chemistry , adduct , dabco , pyridine , lewis acids and bases , gallium , medicinal chemistry , nuclear magnetic resonance spectroscopy , amine gas treating , derivative (finance) , polymer chemistry , stereochemistry , organic chemistry , crystal structure , octane , catalysis , financial economics , economics
Bidentate gallium Lewis acids were prepared by the reaction of diethynyldiphenylsilane with neat trimethyl‐ or triethylgallium. Bis[(dimethylgallyl)ethynyl]diphenylsilane ( 1 ) and diethylgallyl derivative 2 were characterized as Et 2 O or pyridine adducts by NMR spectroscopy; 2 ⋅2Py was isolated. Lewis acids 1 and 2 form host–guest adducts with bidentate nitrogen bases, but defined cyclic 1:1 adducts are only formed between 1 and bases with matching N⋅⋅⋅N distances: 4,4′‐dimethyl‐3,3′‐bipyridinylacetylene ( 3 ), bis[(pyridin‐3‐yl)ethynyl]diphenylsilane ( 4 ), and bis[(2‐methylpyridin‐5‐yl)ethynyl]diphenylsilane ( 5 ). The structures of adducts 1⋅3 , 1⋅4 , and 1⋅5 were established by X‐ray diffraction experiments. 2 ⋅2Py reacts with DABCO to afford polymeric (DABCO‐ 2 ‐) n .
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