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Solvent effects on the asymmetric Pauson-Khand-type reaction by rhodium
- Authors
- Choi, Yun Hee; Kwak, Jaesung; Jeong, Nakcheol
- Issue Date
- 4-11월-2009
- Publisher
- PERGAMON-ELSEVIER SCIENCE LTD
- Keywords
- Pauson-Khand reaction; Enantioselective; Rhodium; Chiral THF derivatives
- Citation
- TETRAHEDRON LETTERS, v.50, no.44, pp.6068 - 6071
- Indexed
- SCIE
SCOPUS
- Journal Title
- TETRAHEDRON LETTERS
- Volume
- 50
- Number
- 44
- Start Page
- 6068
- End Page
- 6071
- ISSN
- 0040-4039
- Abstract
- The reaction efficiency and enantioselectivity of an asymmetric Pauson-Khand-type reaction catalyzed by cationic rhodium are heavily dependent on the solvent. Coordinating solvents, such as THF, provide a faster reaction and better stereoselectivity than non-coordinating solvents, such as toluene. These beneficial effects can be attributed to a significant increase in the more reactive catalytic species of [Rh(bisphosphane ligand)*(solvent)(n)](+) (3) than of [Rh(bisphosphine ligand)*CO(solvent)](+)(4) and [Rh(bisphosphine ligand)*(CO)(2)](+) (5) in a coordinating solvent. (C) 2009 Elsevier Ltd. All rights reserved.
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