Transfer of methylene groups promoted by metal complexation

Michael Gozin, Michael Alzenberg, Shyh Yeon Liou, Alexander Welsman, Yehoshua Ben-David, David Milstein

Research output: Contribution to journalArticle

91 Citations (Scopus)

Abstract

Selective chemical transformations involving hydrocarbons are a major goal in synthetic chemistry. Transition-metal complexes are capable of promoting a range of selective transformations of organic molecules under mild conditions, and much effort has been devoted to studying their reactivity towards hydrocarbons. Here we report a reaction promoted by a rhodium complex in which a methylene (CH2) group can be abstracted from a methyl (CH3) group and inserted into a variety of bonds, such as Si-H, Si-Si and C-H. Our approach presently requires a certain coordination geometry in the metal complex, involving chelation of the metal centre, but we believe that it can be extended to other substrates capable of metal coordination and may eventually lead to a general strategy for CH2 transfer from hydrocarbons to other molecules under mild conditions.

Original languageEnglish
Pages (from-to)42-44
Number of pages3
JournalNature
Volume370
Issue number6484
DOIs
Publication statusPublished - Jul 7 1994

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Hydrocarbons
Complexation
Metals
Coordination Complexes
Rhodium
Molecules
Chelation
Transition metals
Geometry
Substrates

ASJC Scopus subject areas

  • General

Cite this

Gozin, M., Alzenberg, M., Liou, S. Y., Welsman, A., Ben-David, Y., & Milstein, D. (1994). Transfer of methylene groups promoted by metal complexation. Nature, 370(6484), 42-44. https://doi.org/10.1038/370042a0

Transfer of methylene groups promoted by metal complexation. / Gozin, Michael; Alzenberg, Michael; Liou, Shyh Yeon; Welsman, Alexander; Ben-David, Yehoshua; Milstein, David.

In: Nature, Vol. 370, No. 6484, 07.07.1994, p. 42-44.

Research output: Contribution to journalArticle

Gozin, M, Alzenberg, M, Liou, SY, Welsman, A, Ben-David, Y & Milstein, D 1994, 'Transfer of methylene groups promoted by metal complexation', Nature, vol. 370, no. 6484, pp. 42-44. https://doi.org/10.1038/370042a0
Gozin M, Alzenberg M, Liou SY, Welsman A, Ben-David Y, Milstein D. Transfer of methylene groups promoted by metal complexation. Nature. 1994 Jul 7;370(6484):42-44. https://doi.org/10.1038/370042a0
Gozin, Michael ; Alzenberg, Michael ; Liou, Shyh Yeon ; Welsman, Alexander ; Ben-David, Yehoshua ; Milstein, David. / Transfer of methylene groups promoted by metal complexation. In: Nature. 1994 ; Vol. 370, No. 6484. pp. 42-44.
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