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Facile Synthesis of Aluminum‐Bridged [3,3,3]Cyclophanes by Hydroalumination
Author(s) -
Uhl Werner,
Hepp Alexander,
Matar Madhat,
Vinogradov Andrej
Publication year - 2007
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.200700481
Subject(s) - chemistry , adduct , cyclophane , benzene , tris , medicinal chemistry , lewis acids and bases , condensation , aluminium , stereochemistry , crystallography , crystal structure , organic chemistry , catalysis , biochemistry , physics , thermodynamics
The reaction of 1,3,5‐tris(3,3‐dimethyl‐1‐butinyl)benzene C 6 H 3 (C≡C–CMe 3 ) 3 with the dialkylaluminum hydrides HAl(CMe 3 ) 2 and HAl(CH 2 CMe 3 ) 2 gave the addition of one Al–H bond to each C–C triple bond (hydroalumination). Spontaneous condensation by the release of the corresponding trialkylaluminum derivatives afforded [3,3,3]cyclophane derivatives 6 and 7 in which three tricoordinate Al atoms are in the bridging positions between two functionalized benzene rings. The aluminum atoms behave as Lewis acids, and treatment with thf yielded adduct 6· 3thf. (© Wiley‐VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2007)