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Synthesis, structure, and reactivity of a gold carbenoid complex that lacks heteroatom stabilization.

Publication ,  Journal Article
Harris, RJ; Widenhoefer, RA
Published in: Angewandte Chemie (International ed. in English)
August 2014

Hydride abstraction from the neutral gold cycloheptatrienyl complex [(P)Au(η(1)-C7H7)] (P=P(tBu)2(o-biphenyl)) with triphenylcarbenium tetrafluoroborate at -80 °C led to the isolation of the cationic gold cycloheptatrienylidene complex [(P)Au(η(1)-C7H6)](+) BF4(-) in 52% yield, which was characterized in solution and by single-crystal X-ray diffraction. This cycloheptatrienylidene complex represents the first example of a gold carbenoid complex that lacks conjugated heteroatom stabilization of the electron-deficient C1 carbon atom. The cycloheptatrienylidene ligand of this complex is reactive; it can be reduced by mild hydride donors, and converted to tropone in the presence of pyridine N-oxide.

Duke Scholars

Published In

Angewandte Chemie (International ed. in English)

DOI

EISSN

1521-3773

ISSN

1433-7851

Publication Date

August 2014

Volume

53

Issue

35

Start / End Page

9369 / 9371

Related Subject Headings

  • Organic Chemistry
  • 34 Chemical sciences
  • 03 Chemical Sciences
 

Citation

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MLA
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Harris, R. J., & Widenhoefer, R. A. (2014). Synthesis, structure, and reactivity of a gold carbenoid complex that lacks heteroatom stabilization. Angewandte Chemie (International Ed. in English), 53(35), 9369–9371. https://doi.org/10.1002/anie.201404882
Harris, Robert J., and Ross A. Widenhoefer. “Synthesis, structure, and reactivity of a gold carbenoid complex that lacks heteroatom stabilization.Angewandte Chemie (International Ed. in English) 53, no. 35 (August 2014): 9369–71. https://doi.org/10.1002/anie.201404882.
Harris RJ, Widenhoefer RA. Synthesis, structure, and reactivity of a gold carbenoid complex that lacks heteroatom stabilization. Angewandte Chemie (International ed in English). 2014 Aug;53(35):9369–71.
Harris, Robert J., and Ross A. Widenhoefer. “Synthesis, structure, and reactivity of a gold carbenoid complex that lacks heteroatom stabilization.Angewandte Chemie (International Ed. in English), vol. 53, no. 35, Aug. 2014, pp. 9369–71. Epmc, doi:10.1002/anie.201404882.
Harris RJ, Widenhoefer RA. Synthesis, structure, and reactivity of a gold carbenoid complex that lacks heteroatom stabilization. Angewandte Chemie (International ed in English). 2014 Aug;53(35):9369–9371.
Journal cover image

Published In

Angewandte Chemie (International ed. in English)

DOI

EISSN

1521-3773

ISSN

1433-7851

Publication Date

August 2014

Volume

53

Issue

35

Start / End Page

9369 / 9371

Related Subject Headings

  • Organic Chemistry
  • 34 Chemical sciences
  • 03 Chemical Sciences