Mild Silver‐Mediated Geminal Difluorination of Styrenes Using an Air‐ and Moisture‐Stable Fluoroiodane Reagent | Zendy

Ilchenko Nadia O. | Zendy; Tasch Boris O. A. | Zendy; Szabó Kálmán J. | Zendy

AI Assistant Blog Pricing

Home ZAIA Blog

Premium

Mild Silver‐Mediated Geminal Difluorination of Styrenes Using an Air‐ and Moisture‐Stable Fluoroiodane Reagent

Author(s) -

Ilchenko Nadia O.,

Tasch Boris O. A.,

Szabó Kálmán J.

Publication year - 2014

Publication title -

angewandte chemie international edition

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 5.831

H-Index - 550

eISSN - 1521-3773

pISSN - 1433-7851

DOI - 10.1002/anie.201408812

Subject(s) - geminal , hypervalent molecule , reagent , chemistry , electrophile , counterion , styrene , moisture , deuterium , medicinal chemistry , tetrafluoroborate , organic chemistry , photochemistry , polymer chemistry , ion , catalysis , ionic liquid , polymer , physics , quantum mechanics , copolymer

An air‐ and moisture‐stable fluoroiodane in the presence of AgBF 4 is suitable for selective geminal difluorination of styrenes under mild reaction conditions. One of the CF bonds is formed by transfer of electrophilic fluorine from the hypervalent iodine reagent, while the other one arises from the tetrafluoroborate counterion of silver. Deuterium‐isotope‐labelling experiments and rearrangement of methyl styrene substrates suggest that the reaction proceeds through a phenonium ion intermediate.

This content is not available in your region!

Continue researching here.

Having issues? You can contact us here

Accelerating Research