Theoretical design of hexacoordinate hypervalent carbon compounds by analyzing substituent effects

Hiromi Nakai, Masaki Okoshi, Teruo Atsumi, Yasuaki Kikuchi, Kin Ya Akiba

    Research output: Contribution to journalArticle

    3 Citations (Scopus)

    Abstract

    A hexacoordinate hypervalent carbon compound with an ideal octahedral structure was proposed theoretically in a previous study (Chem. Phys. Lett. 2008, 460, 37). However, there is no report telling of success in synthesizing the compound and/or its derivatives. In order to perform a theoretical design for stronger hypervalent bonds, the present study systematically investigated the substituent effects at the para position of phenyl groups of axial C-C and equatorial C-O bonds by adopting 14 functional groups involving both electron-donating and -withdrawing groups. The results showed that the substituent effect at the former position is more influential than that at the latter. In the former case, a good correlation between the C-C and C-O distances is found and the hypervalent C-O bonds are strengthened as the substituent becomes more electron-withdrawing. In the latter case, both electron-donating and -withdrawing groups slightly weaken the hypervalent C-O bonds.

    Original languageEnglish
    Pages (from-to)505-510
    Number of pages6
    JournalBulletin of the Chemical Society of Japan
    Volume84
    Issue number5
    DOIs
    Publication statusPublished - 2011

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    Carbon
    Electrons
    Functional groups
    Derivatives

    ASJC Scopus subject areas

    • Chemistry(all)

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    Theoretical design of hexacoordinate hypervalent carbon compounds by analyzing substituent effects. / Nakai, Hiromi; Okoshi, Masaki; Atsumi, Teruo; Kikuchi, Yasuaki; Akiba, Kin Ya.

    In: Bulletin of the Chemical Society of Japan, Vol. 84, No. 5, 2011, p. 505-510.

    Research output: Contribution to journalArticle

    Nakai, Hiromi ; Okoshi, Masaki ; Atsumi, Teruo ; Kikuchi, Yasuaki ; Akiba, Kin Ya. / Theoretical design of hexacoordinate hypervalent carbon compounds by analyzing substituent effects. In: Bulletin of the Chemical Society of Japan. 2011 ; Vol. 84, No. 5. pp. 505-510.
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    AU - Akiba, Kin Ya

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