Premium
CH–π and CF–π Interactions Lead to Structural Changes of N‐Heterocyclic Carbene Palladium Complexes
Author(s) -
Xu Xiangya,
Pooi Benjamin,
Hirao Hajime,
Hong Soon Hyeok
Publication year - 2014
Publication title -
angewandte chemie international edition
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 5.831
H-Index - 550
eISSN - 1521-3773
pISSN - 1433-7851
DOI - 10.1002/anie.201309371
Subject(s) - carbene , palladium , chemistry , isopropyl , aryl , nuclear magnetic resonance spectroscopy , stereochemistry , medicinal chemistry , crystallography , catalysis , organic chemistry , alkyl
The role of CH–π and CF–π interactions in determining the structure of N‐heterocyclic carbene (NHC) palladium complexes were studied using 1 H NMR spectroscopy, X‐ray crystallography, and DFT calculations. The CH–π interactions led to the formation of the cis ‐ anti isomers in 1‐aryl‐3‐isopropylimidazol‐2‐ylidene‐based [(NHC) 2 PdX 2 ] complexes, while CF–π interactions led to the exclusive formation of the cis‐syn isomer of diiodobis(3‐isopropyl‐1‐pentafluorophenylimidazol‐2‐ylidene) palladium(II).