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A Synthetic Approach to Oligomeric Phenylethynylsilylenes

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Abstract

Oligomers consisting of alternating phenylethynyl and monosilyl or disilanyl moieties were synthesized in 15–64% precipitated yields by the reactions of dilithiated ethynylbenzene with dichlorodimethylsilane, dichlorodiphenylsilane, and 1,2-dichloro-1,1,2,2-tetramethyldisilane. Degrees of polymerization were fairly low due to chain termination reactions involving the deprotonation of ethynyl groups by aryllithium species. The presence of butyl chain ends was confirmed by 1H and 29Si NMR spectroscopy. 29Si NMR spectroscopy was utilized to illustrate the random pattern of connectivity along the oligomer backbones. The oligomers exhibit fluorescent behavior in solution.

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Acknowledgments

The authors thank the Robert A. Welch Foundation (N-1375), the Petroleum Research Fund (administered by the American Chemical Society), and the National Science Foundation (Grant No. 0092495) for support of this work.

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Authors and Affiliations

  1. Department of Chemistry, Southern Methodist University, P.O. Box 750314, Dallas, TX, 75275-0314, USA

    Christiana Rissing, Marcelo Rains & David Y. Son

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  1. Christiana Rissing
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  2. Marcelo Rains
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  3. David Y. Son
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Corresponding author

Correspondence to David Y. Son.

Additional information

This paper is dedicated to Professor Chuck Pittman on the occasion of his retirement in recognition of his extensive contributions to inorganic, organometallic and organic polymers.

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Rissing, C., Rains, M. & Son, D.Y. A Synthetic Approach to Oligomeric Phenylethynylsilylenes. J Inorg Organomet Polym 20, 616–621 (2010). https://doi.org/10.1007/s10904-010-9378-1

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  • DOI: https://doi.org/10.1007/s10904-010-9378-1

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