New trans-chelating ligands and their complexes and catalytic properties in the Mizoroki - Heck arylation of cyclohexene

Luba Kaganovsky, Kyung Bin Cho, Dmitri Gelman*

*Corresponding author for this work

Research output: Contribution to journalArticlepeer-review

37 Scopus citations

Abstract

New air-stable chelating diphosphine ligands, 1,8-bis(4-(diphenylphosphino) phenyl)anthracene (2) and 1,8-bis(4-(diphenylphosphino)-3,5-dimethylphenyl) anthracene (3), were synthesized from readily available starting materials. The examination of their coordination modes in Pd(II) and Rh(I) complexes by means of 1H, 13C, and 31P NMR spectroscopy and X-ray analysis revealed that 2 is mainly a trans-coordinating ligand but can also adapt smaller coordination angles, while 3 is "purely" trans-spanning and no formation of identifiable cis-chelated complexes was detected. The catalytic activity of the new compounds was tested in palladium-catalyzed Mizoroki-Heck reactions of aryl bromides with cyclohexene.

Original languageAmerican English
Pages (from-to)5139-5145
Number of pages7
JournalOrganometallics
Volume27
Issue number19
DOIs
StatePublished - 13 Oct 2008

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