Abstract
Triarylphosphines substituted with carboxylic and trifluoromethlyl groups have been prepared by the hydrolysis of trifluoromethyl groups using fuming sulfuric acid and boric acid. The reaction has been studied in a set of homoleptic and heteroleptic trifluoromethylated triarylphosphines and offers a new synthetic procedure for the preparation of carboxylic phosphines with a relatively simple methodology. The degree of carboxylation is modulated by the reaction conditions and is sensitive to the substitution pattern of the starting trifluoromethylated phosphines. A pH-dependent procedure based on the amphiphilic character of these phosphines was developed for their separation and purification. The electronic properties of the synthesized carboxylic-trifluoromethylated phosphines have been analyzed by 31P NMR of the corresponding selenide derivatives. Finally, the structures of two palladium complexes, containing the para and meta carboxylic-trifluoromethylated phosphines are also described, showing different dimeric structures.
Original language | English |
---|---|
Pages (from-to) | 7103-7114 |
Number of pages | 12 |
Journal | RSC ADVANCES |
Volume | 12 |
Issue number | 12 |
DOIs | |
Publication status | Published - 2 Mar 2022 |
Fingerprint
Dive into the research topics of 'Preparation of carboxylic arylphosphines by hydrolysis of the trifluoromethyl group'. Together they form a unique fingerprint.Datasets
-
CCDC 2097178: Experimental Crystal Structure Determination
Herrera, D. (Creator), Peral, D. (Contributor) & Bayón, J. C. (Contributor), Cambridge Crystallographic Data Centre, 17 Jul 2021
DOI: 10.5517/ccdc.csd.cc28d8xw, http://www.ccdc.cam.ac.uk/services/structure_request?id=doi:10.5517/ccdc.csd.cc28d8xw&sid=DataCite
Dataset
-
CCDC 2106238: Experimental Crystal Structure Determination
Herrera, D. (Creator), Peral, D. (Contributor) & Bayón, J. C. (Contributor), Cambridge Crystallographic Data Centre, 29 Aug 2021
DOI: 10.5517/ccdc.csd.cc28pq5w, http://www.ccdc.cam.ac.uk/services/structure_request?id=doi:10.5517/ccdc.csd.cc28pq5w&sid=DataCite
Dataset