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Further Development of Weakly Coordinating Cations: Fluorinated Bis(triarylphosphoranylidene)iminium Salts
Author(s) -
Mann Lisa,
Hornberger Elisabeth,
Steinhauer Simon,
Riedel Sebastian
Publication year - 2018
Publication title -
chemistry – a european journal
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.687
H-Index - 242
eISSN - 1521-3765
pISSN - 0947-6539
DOI - 10.1002/chem.201705992
Subject(s) - iminium , chemistry , raman spectroscopy , fluoride , fluorine , nuclear magnetic resonance spectroscopy , mass spectrometry , ion , quantum chemical , atom (system on chip) , crystal structure , crystallography , medicinal chemistry , molecule , inorganic chemistry , stereochemistry , organic chemistry , physics , chromatography , computer science , optics , embedded system
So far unknown bis(triarylphosphoranylidene)iminium cations [PPN] + with one fluorine atom in para ([PPN‐1 F ] + ), two in meta ([PPN‐2 F ] + ), or three in para and meta positions of the phenyl rings ([PPN‐3 F ] + ) were obtained by a newly developed one‐pot reaction. These halogenated [PPN] + cations were characterized by IR and Raman spectroscopy in comparison with quantum‐chemical calculations, ESI + mass spectrometry, NMR spectroscopy, and single‐crystal X‐ray diffraction. To assess their quality as weakly coordinating cations and the associated ability to stabilize labile anions, the electrostatic potential and fluoride‐ion affinity were calculated and compared with those of the unsubstituted and so far unknown perfluorinated [PPN‐5 F ] + cations.