Premium
Synthesis of a Family of Triarylphosphanes with Fluorous Phase Affinity
Author(s) -
Sinou Denis,
Maillard David,
Pozzi Gianluca
Publication year - 2002
Publication title -
european journal of organic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.825
H-Index - 155
eISSN - 1099-0690
pISSN - 1434-193X
DOI - 10.1002/1099-0690(20021)2002:2<269::aid-ejoc269>3.0.co;2-b
Subject(s) - chemistry , substituent , branching (polymer chemistry) , fluorine , partition coefficient , combinatorial chemistry , organic synthesis , solid phase synthesis , organic chemistry , partition (number theory) , polymer chemistry , stereochemistry , catalysis , peptide , biochemistry , mathematics , combinatorics
A very efficient synthesis of new perfluoro‐functionalized triarylphosphanes using an oxygen substituent as the branching point for the introduction of the perfluoro chain has been developed. This approach enabled the introduction of the perfluoro tail at the para , meta , and ortho position, giving highly perfluorinated analogues of triphenylphosphane containing between 54 and 59 wt% fluorine. This methodology has been extended to the synthesis of a perfluoro analogue of 1,2‐bis(diphenylphosphanyl)ethane. Fluorous/organic partition coefficients of some of the perfluorophosphanes have been measured, as well as their rates of oxidation.