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Functionalization of Vinylspherosilicates by Ruthenium‐Catalyzed Silylative Coupling Reactions
Author(s) -
Waehner Jacek,
Marciniec Bogdan,
Pawluć Piotr
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.200700142
Subject(s) - chemistry , ruthenium , surface modification , heteroatom , carbene , catalysis , metathesis , coupling reaction , styrene , salt metathesis reaction , organic chemistry , polymer chemistry , medicinal chemistry , combinatorial chemistry , ring (chemistry) , polymer , copolymer , polymerization
Highly effective functionalization of monovinylsiloxy heptaisobutylsilsesquioxane and octavinylspherosilicate of the formula (ViMe 2 SiO)( i Bu) 7 Si 8 O 12 ( 1 ) and (ViMe 2 SiO) 8 Si 8 O 12 ( 2 ), respectively, with a variety of olefins, by using a Ru(H)(Cl)(CO)(PCy 3 ) 2 ‐catalyzed silylative coupling procedure is reported. The cross‐metathesis reaction catalyzed by a ruthenium–carbene complex does not proceed for this system. Whereas the reaction of 1 and 2 with styrene takes place highly stereo‐ and regioselectively, the respective reaction with 1‐hexene gives a mixture of isomers. However, functionalization of 1 and 2 with vinylic heteroatom‐substituted (N, O, Si) derivatives was found to be highly efficient for the synthesis of spherosilicates with β‐heteroatom vinylic functionalities (© Wiley‐VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2007)