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Evidence for a Bis(alkylidene)silacyclopropane Intermediate in the Platinum-Mediated Formation of a Silacyclobutene

Publication ,  Journal Article
Dema, AC; Lukehart, CM; McPhail, AT; McPhail, DR
Published in: Journal of the American Chemical Society
January 1, 1990
Published version (DOI)

When Ph2Si(C≡CCMe3)2 is treated with a cationic Pt-H reagent, a 4-alkylidene-1-silacyclobutenyl ring system is formed. Evidence for the presence of two intermediates in this reaction sequence is obtained by using selective trapping reactions. Acetic acid cleaves at Pt-C bond to give alkenylsilane products, indicating the intermediate formation of a Pt, Si-u-alkenylidene complex. ROH reagents react with a proposed bis(alkylidene)silacyclopropane intermediate to initiate ring opening and to form η3-butadienyl complexes (where R = H, Me, Et, or Ph). The structure of one of these complex ions (R = H) has been confirmed by X-ray crystallography. © 1990, American Chemical Society. All rights reserved.

Duke Scholars

Andrew T. McPhail
Author Andrew T. McPhail Chemistry

Published In

Journal of the American Chemical Society

DOI

10.1021/ja00176a023

EISSN

1520-5126

ISSN

0002-7863

Publication Date

January 1, 1990

Volume

112

Issue

20

Start / End Page

7229 / 7233

Related Subject Headings

  • General Chemistry
  • 40 Engineering
  • 34 Chemical sciences
  • 03 Chemical Sciences
 

Citation

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MLA
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Dema, A. C., Lukehart, C. M., McPhail, A. T., & McPhail, D. R. (1990). Evidence for a Bis(alkylidene)silacyclopropane Intermediate in the Platinum-Mediated Formation of a Silacyclobutene. Journal of the American Chemical Society, 112(20), 7229–7233. https://doi.org/10.1021/ja00176a023
Dema, A. C., C. M. Lukehart, A. T. McPhail, and D. R. McPhail. “Evidence for a Bis(alkylidene)silacyclopropane Intermediate in the Platinum-Mediated Formation of a Silacyclobutene.” Journal of the American Chemical Society 112, no. 20 (January 1, 1990): 7229–33. https://doi.org/10.1021/ja00176a023.
Dema AC, Lukehart CM, McPhail AT, McPhail DR. Evidence for a Bis(alkylidene)silacyclopropane Intermediate in the Platinum-Mediated Formation of a Silacyclobutene. Journal of the American Chemical Society. 1990 Jan 1;112(20):7229–33.
Dema, A. C., et al. “Evidence for a Bis(alkylidene)silacyclopropane Intermediate in the Platinum-Mediated Formation of a Silacyclobutene.” Journal of the American Chemical Society, vol. 112, no. 20, Jan. 1990, pp. 7229–33. Scopus, doi:10.1021/ja00176a023.
Dema AC, Lukehart CM, McPhail AT, McPhail DR. Evidence for a Bis(alkylidene)silacyclopropane Intermediate in the Platinum-Mediated Formation of a Silacyclobutene. Journal of the American Chemical Society. 1990 Jan 1;112(20):7229–7233.
Journal cover image

Published In

Journal of the American Chemical Society

DOI

10.1021/ja00176a023

EISSN

1520-5126

ISSN

0002-7863

Publication Date

January 1, 1990

Volume

112

Issue

20

Start / End Page

7229 / 7233

Related Subject Headings

  • General Chemistry
  • 40 Engineering
  • 34 Chemical sciences
  • 03 Chemical Sciences