Transition metal chemistry of cyclopropenes and cyclopropanes

Michael Rubin, Marina Rubina, Vladimir Gevorgyan

Research output: Contribution to journalReview article

848 Citations (Scopus)

Abstract

Recent advances in the transition metal-catalyzed chemistry of three-membered carbocycles including cyclopropenes, methylenecyclopropanes, vinylcyclopropanes and cyclopropanes have been presented. These conformationally constrained molecules have very pronounced steric, stereoelectronic, and directing effects due to limited degrees of freedom in the system which making them versatile probes for the study of regio-, diastereo- and enantioselectivity. A diverse reactivity pattern resulting from the significant strain energy accounts for the use of small carbocycles as convenient models for study of organic and organometallic reaction mechanisms. Transition metals have revolutionized chemistry by making highly chemoselective reactions possible and expanding the scope of available transformations. It is widely used, developing and spanning highly stereoselective addition, cycloaddition, and cycloisomerization reactions, efficient cross-coupling protocols, C-H activation, and metathesis reactions.

Original languageEnglish (US)
Pages (from-to)3117-3179
Number of pages63
JournalChemical Reviews
Volume107
Issue number7
DOIs
StatePublished - Jul 1 2007
Externally publishedYes

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Cyclopropanes
Transition metals
Cycloaddition
Enantioselectivity
Organometallics
Strain energy
Chemical activation
Molecules

ASJC Scopus subject areas

  • Chemistry(all)

Cite this

Transition metal chemistry of cyclopropenes and cyclopropanes. / Rubin, Michael; Rubina, Marina; Gevorgyan, Vladimir.

In: Chemical Reviews, Vol. 107, No. 7, 01.07.2007, p. 3117-3179.

Research output: Contribution to journalReview article

Rubin, Michael ; Rubina, Marina ; Gevorgyan, Vladimir. / Transition metal chemistry of cyclopropenes and cyclopropanes. In: Chemical Reviews. 2007 ; Vol. 107, No. 7. pp. 3117-3179.
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