Selective oxidation of unactivated C-H bonds by supramolecular control

Yat Sing Fung, Siu Cheong Yan, Man Kin Wong

Research output: Journal article publicationJournal articleAcademic researchpeer-review

14 Citations (Scopus)

Abstract

Efficient methods for dioxirane-based selective C-H bond oxidation by supramolecular control in H 2O have been developed. With β-cyclodextrin as the supramolecular host, site-selective oxidation of the terminal over the internal tertiary C-H bond of 3,7-dimethyloctyl esters 3a-c was achieved. In addition, β-cyclodextrin selectively enhanced the C-H bond oxidation of cumene in a mixture of cumene and ethyl benzene in H 2O. Through 1H NMR studies, the selectivity in C-H bond oxidation could be attributed to the inclusion complex formation between β-cyclodextrin and the substrates.
Original languageEnglish
Pages (from-to)3122-3130
Number of pages9
JournalOrganic and Biomolecular Chemistry
Volume10
Issue number15
DOIs
Publication statusPublished - 21 Apr 2012

ASJC Scopus subject areas

  • Biochemistry
  • Physical and Theoretical Chemistry
  • Organic Chemistry

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