Solvent effects on the asymmetric Pauson-Khand-type reaction by rhodium

Yun Hee Choi, Jaesung Kwak, Nakcheol Jeong

    Research output: Contribution to journalArticlepeer-review

    20 Citations (Scopus)

    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.

    Original languageEnglish
    Pages (from-to)6068-6071
    Number of pages4
    JournalTetrahedron Letters
    Volume50
    Issue number44
    DOIs
    Publication statusPublished - 2009 Nov 4

    Bibliographical note

    Funding Information:
    This study was supported by the Korea Science and Engineering Foundation (KOSEF) Grant (No. R01-2007-000-10534-0 ) and by the Korea Research Foundation Grant ( KRF-2007-313-C00414 ) funded by Korean Government (MOST and MOEHRD).

    Keywords

    • Chiral THF derivatives
    • Enantioselective
    • Pauson-Khand reaction
    • Rhodium

    ASJC Scopus subject areas

    • Biochemistry
    • Drug Discovery
    • Organic Chemistry

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