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Effect of substituents on spin density in benzimidazole nitronyl nitroxide radicals studied by electron spin resonance
Author(s) -
Esat Burak,
Fidan Ismail,
Bahceci Sumeyye,
Yerli Yusuf,
Sari Levent
Publication year - 2009
Publication title -
magnetic resonance in chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.483
H-Index - 72
eISSN - 1097-458X
pISSN - 0749-1581
DOI - 10.1002/mrc.2443
Subject(s) - chemistry , electron paramagnetic resonance , benzimidazole , radical , nitroxide mediated radical polymerization , hyperfine structure , resonance (particle physics) , coupling constant , spin (aerodynamics) , computational chemistry , density functional theory , ring (chemistry) , crystallography , nuclear magnetic resonance , atomic physics , organic chemistry , physics , radical polymerization , particle physics , engineering , copolymer , aerospace engineering , polymer
Several novel benzimidazole‐3‐oxide‐1‐oxyl radicals with substituents at 5 and/or 6 position were synthesized. The ESR analysis of nitrogen hyperfine coupling constants (hfccs) revealed that substituents at 5 and 6‐position affect the spin density to greater extent than substituents on the phenyl ring at 2‐position. Density functional theory calculations of nitrogen hfccs were performed using several different Pople type basis sets, as well as double and triple zeta quality individual gauge for localized orbital (IGLO‐II, IGLO‐III) and electron paramagnetic resonance (EPR‐II, EPR‐II) basis sets. Experimental and theoretical hfccs are compared. Copyright © 2009 John Wiley & Sons, Ltd.