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Photoinduced Synthesis of P ‐Perfluoroalkylated Phosphines from Triarylphosphines and Their Application in the Copper‐Free Cross‐Coupling of Acid Chlorides and Terminal Alkynes
Author(s) -
Kawaguchi Shinichi,
Minamida Yoshiaki,
Okuda Takumi,
Sato Yuki,
Saeki Tomokazu,
Yoshimura Aya,
Nomoto Akihiro,
Ogawa Akiya
Publication year - 2015
Publication title -
advanced synthesis and catalysis
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.541
H-Index - 155
eISSN - 1615-4169
pISSN - 1615-4150
DOI - 10.1002/adsc.201500294
Subject(s) - chemistry , aryl , copper , phosphorus , medicinal chemistry , coupling reaction , coupling (piping) , organic chemistry , catalysis , mechanical engineering , alkyl , engineering
A practical synthesis yielding P ‐perfluoroalkylated phosphines from triarylphosphines and perfluoroalkyl iodides has been developed. The photoinduced reaction involves the substitution of aryl groups on the phosphorus atom with perfluoroalkyl groups to successfully afford P ‐perfluoroalkylated phosphines. In addition, the P ‐perfluoroalkylated phosphines were found to promote the Cu‐free cross‐coupling reaction of acid chlorides with terminal alkynes.