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Can C−H⋅⋅⋅C(π) Bonding Be Classified as Hydrogen Bonding? A Systematic Investigation of C−H⋅⋅⋅C(π) Bonding to Cyclopentadienyl Anions
Author(s) -
Harder Sjoerd
Publication year - 1999
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/(sici)1521-3765(19990604)5:6<1852::aid-chem1852>3.0.co;2-i
Subject(s) - hydrogen bond , cyclopentadienyl complex , phosphonium , chemistry , ion , crystallography , crystal structure , ammonium , molecule , polymer chemistry , organic chemistry , catalysis
Investigation of a series of crystal structures of ammonium and phosphonium cyclopentadienide complexes suggests that the free Cp anion cannot be considered as a “naked” anion. Analyses of short cation–anion interactions show that networks of C−H⋅⋅⋅Cp − bonding exist. Structural as well as theoretical studies indicate that this type of C−H⋅⋅⋅Cp − bonding is like the hydrogen bond in character.