Platinum stilbazoles: Ring-walking coupled with aryl-halide bond activation

David Strawser, Amir Karton, Olena V. Zenkina, Mark A. Iron, Linda J W Shimon, Jan M L Martin, Milko van der Boom

Research output: Contribution to journalArticle

49 Citations (Scopus)

Abstract

The reaction between tetrakis(triethylphosphine)platinum(0) and 4-[trans-2-(4-bromophenyl)vinyl]pyridine (1) is examined. Initially, the metal center coordinates to the bridging double bond of 1. Complexes 2 and 3 were fully characterized, and their X-ray crystallography structures are presented. Upon heating, either in solution or in the solid state, complex 2 undergoes C-Br oxidative addition to give complex 3. Kinetic studies revealed that this conversion is unimolecular and does not involve dissociation of the metal center from the double bond. Density functional studies show that a plausible mechanism involves the metal center "walking" around the π-system from the bridging C=C double bond to the C-Br bond.

Original languageEnglish
Pages (from-to)9322-9323
Number of pages2
JournalJournal of the American Chemical Society
Volume127
Issue number26
DOIs
Publication statusPublished - Jul 6 2005

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Platinum
Walking
Metals
Chemical activation
X ray crystallography
X Ray Crystallography
Pyridine
Heating
Kinetics

ASJC Scopus subject areas

  • Chemistry(all)

Cite this

Strawser, D., Karton, A., Zenkina, O. V., Iron, M. A., Shimon, L. J. W., Martin, J. M. L., & van der Boom, M. (2005). Platinum stilbazoles: Ring-walking coupled with aryl-halide bond activation. Journal of the American Chemical Society, 127(26), 9322-9323. https://doi.org/10.1021/ja050613h

Platinum stilbazoles : Ring-walking coupled with aryl-halide bond activation. / Strawser, David; Karton, Amir; Zenkina, Olena V.; Iron, Mark A.; Shimon, Linda J W; Martin, Jan M L; van der Boom, Milko.

In: Journal of the American Chemical Society, Vol. 127, No. 26, 06.07.2005, p. 9322-9323.

Research output: Contribution to journalArticle

Strawser, D, Karton, A, Zenkina, OV, Iron, MA, Shimon, LJW, Martin, JML & van der Boom, M 2005, 'Platinum stilbazoles: Ring-walking coupled with aryl-halide bond activation', Journal of the American Chemical Society, vol. 127, no. 26, pp. 9322-9323. https://doi.org/10.1021/ja050613h
Strawser D, Karton A, Zenkina OV, Iron MA, Shimon LJW, Martin JML et al. Platinum stilbazoles: Ring-walking coupled with aryl-halide bond activation. Journal of the American Chemical Society. 2005 Jul 6;127(26):9322-9323. https://doi.org/10.1021/ja050613h
Strawser, David ; Karton, Amir ; Zenkina, Olena V. ; Iron, Mark A. ; Shimon, Linda J W ; Martin, Jan M L ; van der Boom, Milko. / Platinum stilbazoles : Ring-walking coupled with aryl-halide bond activation. In: Journal of the American Chemical Society. 2005 ; Vol. 127, No. 26. pp. 9322-9323.
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