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Title: Synthesis and structure of cis-1,4-di(1-pyrenyl) decamethylcyclohexasilane
Authors: Kaats-Richters, VEM
CLEIJ, Thomas
Jenneskens, LW
Lutz, M
Spek, AL
van Walree, CA
Issue Date: 2003
Citation: ORGANOMETALLICS, 22(11). p. 2249-2258
Abstract: The synthesis and structure of cis-1,4-di(l-pyrenyl)decamethylcyclohexasilane (2), one of the first cis-1,4-substituted cyclohexasilanes, are reported. This isomer is unexpectedly formed as the major product in the reaction of a mixture of trans- and cis-1,4-dichlorodecamethylcyclohexasilane (4a and 4b, respectively) with 1-pyrenyllithium. Reaction of 4a,b with phenyllithium showed that preferential formation of the cis-product is a general feature of this kind of reaction. According to the X-ray crystal structures of two different solvates, the cyclohexasilane ring in 2 adopts a unique boatlike geometry, with the pyrenyl substituents occupying an equatorial or bisectional position. H-1 NMR data indicate that a boatlike geometry also occurs in solution. Furthermore, the X-ray crystal structure of trans-1,4-dihydrodecamethylcyclohexasilane, which is an intermediate in the synthetic pathway to 2, is reported.
Notes: Univ Utrecht, Debye Inst, Dept Phys Organ Chem, NL-3584 CH Utrecht, Netherlands. Univ Utrecht, Bijvoet Ctr Biomol Res Crystal & Struct Chem, NL-3584 CH Utrecht, Netherlands.
URI: http://hdl.handle.net/1942/8283
DOI: 10.1021/om020980r
ISI #: 000182925600017
ISSN: 0276-7333
Category: A1
Type: Journal Contribution
Appears in Collections: Research publications

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