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Role of the 2,6‐Bis(trifluoromethyl)phenyl Group on the Acidity of the Corresponding Phosphane
Author(s) -
Miqueu Karinne,
Sotiropoulos JeanMarc,
PfisterGuillouzo Geneviève,
Rudzevich Valentyn,
Romanenko Vadim,
Bertrand Guy
Publication year - 2004
Publication title -
european journal of inorganic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.667
H-Index - 136
eISSN - 1099-0682
pISSN - 1434-1948
DOI - 10.1002/ejic.200300313
Subject(s) - chemistry , trifluoromethyl , substituent , affinities , medicinal chemistry , group (periodic table) , proton , phenyl group , fluorine , proton affinity , basis set , stereochemistry , computational chemistry , organic chemistry , ion , density functional theory , protonation , alkyl , physics , halogen , quantum mechanics
The proton affinities of PhPH − ( 1 ) and Ar f PH − ( 2 ) were calculated using the B3LYP hybrid functional and the 6‐31+G(d,p) basis set. For both anions a net difference was observed. The study of the structural and electronic properties of the anionic species and the corresponding phosphanes PhPH 2 ( 3 ) and Ar f PH 2 ( 4 ) allowed us to unsderstand this results and point out the specific role of the 2,6‐bis(trifluoromethyl)phenyl (Ar f ) substituent. (© Wiley‐VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2004)