Topochemical [2+2] Dimerization of Kinetically Stabilized 1-Phosphaallenes in the Solid State

Shigekazu Ito, Satoshi Sekiguchi, Masaaki Yoshifuji

    Research output: Contribution to journalArticle

    18 Citations (Scopus)

    Abstract

    The thermolysis of two bulky 1-phosphaallenes in the solid state afforded diphosphanylidenecyclobutane or 2,4-dimethylene-1,3-diphosphacyclobutane. The regioselectivity of the [2+2] dimerization depends largely on the crystal structure of the 1-phosphaallenes, and the reaction path seems to be affected by the presence of bulky 2,4,6-tri-tert-butylphenyl (Mes*) group. This topochemical reaction was also controlled by the substituents at the 3-position of the 1-phosphaallene skeleton.

    Original languageEnglish
    Pages (from-to)4838-4841
    Number of pages4
    JournalEuropean Journal of Organic Chemistry
    Issue number24
    DOIs
    Publication statusPublished - 2003 Dec 15

    Keywords

    • Allenes
    • Dimerization
    • Phosphaalkenes
    • Solid-state reactions
    • Topochemistry

    ASJC Scopus subject areas

    • Physical and Theoretical Chemistry
    • Organic Chemistry

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