Premium
Geometry‐based analysis of azulene and azulene‐like systems with H‐ or Li‐bonding
Author(s) -
Krygowski Tadeusz M.,
ZacharaHoreglad Joanna E.
Publication year - 2007
Publication title -
journal of physical organic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.325
H-Index - 66
eISSN - 1099-1395
pISSN - 0894-3230
DOI - 10.1002/poc.1213
Subject(s) - azulene , chemistry , delocalized electron , electron delocalization , computational chemistry , electron , crystallography , photochemistry , organic chemistry , quantum mechanics , physics
B3LYP/6–311+G** optimization was carried out for azulene and its analogs, in which CHCHCH fragment was replaced with O···X···O (X = H or Li). π ‐electron delocalization in four possible derivatives with H‐bonding and three possible derivatives with Li‐bonding was described by the use of HOMA index. All derivatives with Li‐bonding exhibit high π ‐electron delocalization similar to that found for azulene. Among four H‐bonded systems, two exhibit lower π ‐electron delocalization (HOMA < 0.39) and higher total electron energy than the other two derivatives. Copyright © 2007 John Wiley & Sons, Ltd.
Accelerating Research
Robert Robinson Avenue,
Oxford Science Park, Oxford
OX4 4GP, United Kingdom
Address
John Eccles HouseRobert Robinson Avenue,
Oxford Science Park, Oxford
OX4 4GP, United Kingdom