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4903169 
Journal Article 
Inductive and resonance effects based on core-electron binding energy shift 
Takahata, Y 
2008 
Yes 
International Journal of Quantum Chemistry
ISSN: 0020-7608
EISSN: 1097-461X 
108 
13 
2326-2333 
WOS:000259708300005 
It was shown that core-electron binding energy shift (Delta CEBE) could be used as a criterion of inductive (and resonant) effect at each ring carbon atom of substituted cyclohexanes (and benzenes). CEBEs were calculated using density-functional theory with the scheme Delta E-KS (PW86-PW91)/TZP//HF/6-31G*. The inductive effect thus calculated correlate highly with the Taft inductive effect (sigma(1)). The inductive effect in a substituted benzene can be well approximated by that determined in a substituted cyclohexane. Resonant effect was defined as the difference between Delta CEBE of a substituted benzene and Delta CEBE of a substituted cyclohexane. The resonance effect thus defined at para atom in substituted benzenes correlates fairly well with Taft (experimental) resonance effect (sigma(R)), very highly with Taft (theoretical) resonance effect (sigma(R,) (theory)) of literature. (C) 2008 Wiley Periodicals Inc. 
CEBE shift; inductive effect; resonance effect; cyclohexanes; benzenes