Abstract
Activation of the dialkylpalladium complex (phen)Pd(CH3)2 (phen = 1,10-phenanthroline) with B(C6F5)3 affords a competent catalyst for the dimerization of vinyl silanes. All organic products of the catalytic dimerization of trialkoxyvinylsilanes were characterized by in situ NMR spectroscopy and GC–MS. The putative palladium cation was characterized by NMR spectroscopy. Upon activation, the palladium complex generated products in moderate yield (60–70%) and selectivity (~60:40, dimer:disproportionation products).
Highlights
Transformations of chemical feedstocks, small molecules such as ethylene and styrene, are of interest in the area of organometallic chemistry [1,2,3,4,5]
Of particular interest are the products of homocoupling reactions of unsaturated substances; such processes attract attention because they function as model systems for both oligomerization and polymerization reactions of alkenes [6,7]
A number of transition-metal complexes are known to mediate homocoupling ofsilanes via disproportionation leading to 1,2- or 1,1-diylbis(trialkoxy/alkylsilyl)ethene derivatives (Scheme 1)
Summary
Transformations of chemical feedstocks, small molecules such as ethylene and styrene, are of interest in the area of organometallic chemistry [1,2,3,4,5]. Bis(trialkoxysilanes) containing unsaturated double bonds, such as 1,4-bis(trimethoxysilyl)butenes, are very rarely used in organic syntheses or materials science [50]. Synthetic methods for their preparation are scarce [51,52]. = Et, O-i-Pr)), self-metathesis dimerization of= trimethyl(vinyl)silane takesand place, resulting complexes. O-i-Pr)), self-metathesis dimerization of trimethyl(vinyl)silane takes place, resulting in formation of 1,2-bis(trimethylsilyl)ethene A number of transition-metal complexes are known to mediate homocoupling of (vinyl)silanes via disproportionation leading to 1,2- or 1,1-diylbis(trialkoxy/alkylsilyl)ethene derivatives (Scheme 1). Wereand intrigued by the report of Jun and coworkers a simple iridium catalyst could affect vinyl silane dimerization in a regioselective manner (Scheme 1) [29].
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