Journal
ORGANIC LETTERS
Volume 15, Issue 22, Pages 5666-5669Publisher
AMER CHEMICAL SOC
DOI: 10.1021/ol402631t
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Funding
- Center of Excellence for Innovation in Chemistry (PERCH-CIC)
- Office of the Higher Education Commission
- Mahidol University under the National Research Universities Program of Thailand
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Electrophilic difluoro(phenylthio)methylation of allylsilanes has been achieved using bromodifluoro(phenylthio)methane (PhSCF2Br) and silver hexafluoroantimonate (AgSbF6). The structural assignment and observation of alpha-fluorocarbocation were substantiated by NMR and theoretical calculations. Detailed mechanistic and electronic studies have provided a fundamental understanding of the reactivity and stability of the difluoro(phenylthio)methylium cation (PhSCF2+).
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