Site-selectivity in TBADT-photocatalyzed C(sp3)H functionalization of saturated alcohols and alkanes

Takahide Fukuyama, Keiichi Yamada, Tomohiro Nishikawa, Davide Ravelli, Maurizio Fagnoni, Ilhyong Ryu

    Research output: Contribution to journalArticlepeer-review

    19 Scopus citations

    Abstract

    Site-selectivity in C(sp3)H functionalization of aliphatic alcohols and alkanes was studied using the decatungstate anion as a photocatalyst. In the case of aliphatic alcohols, CH bond a to the hydroxy group was preferentially functionalized. The a-site-selectivity is rationalized by polar effects imparted by the hydroxy group in the SH2 transition states. In contrast, CH functionalization of alkanes was largely affected by steric effects.

    Original languageEnglish
    Pages (from-to)207-209
    Number of pages3
    JournalChemistry Letters
    Volume47
    Issue number2
    DOIs
    StatePublished - 1 Jan 2018

    Keywords

    • C-H functionalization
    • Decatungstate anion
    • Photocatalysis

    Fingerprint

    Dive into the research topics of 'Site-selectivity in TBADT-photocatalyzed C(sp<sup>3</sup>)H functionalization of saturated alcohols and alkanes'. Together they form a unique fingerprint.

    Cite this