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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 | Publisher: | AMER CHEMICAL SOC | Source: | 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. | Document URI: | http://hdl.handle.net/1942/8283 | ISSN: | 0276-7333 | e-ISSN: | 1520-6041 | DOI: | 10.1021/om020980r | ISI #: | 000182925600017 | Category: | A1 | Type: | Journal Contribution |
Appears in Collections: | Research publications |
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