Complexes of 4-substituted phenolates with HF and HCN: Energy decomposition and electronic structure analyses of hydrogen bonding
Halina Szatyłowicz , Tadeusz Marek Krygowski , Célia Fonseca Guerra , F. Matthias Bickelhaupt
AbstractWe have computationally studied para-X-substituted phenols and phenolates (X = NO, NO2, CHO, COMe, COOH, CONH2, Cl, F, H, Me, OMe, and OH) and their hydrogen-bonded complexes with B− and HB (B = F and CN), respectively, at B3LYP/6-311++G** and BLYP-D/QZ4P levels of theory. Our purpose is to explore the structures and stabilities of these complexes. Moreover, to understand the emerging trends, we have analyzed the bonding mechanisms using the natural bond orbital scheme as well as Kohn–Sham molecular orbital (MO) theory in combination with quantitative energy decomposition analyses [energy decomposition analysis (EDA), extended transition state-natural orbitals for chemical valence (ETS-NOCV)]. These quantitative analyses allow for the construction of a simple physical model that explains all computational observations. © 2012 Wiley Periodicals, Inc.
|Journal series||Journal of Computational Chemistry, ISSN 0192-8651, [1096-987X]|
|Publication size in sheets||0.5|
|Keywords in English||ADF, Hydrogen bond, NBO, phenol, phenolate, substituent effect|
|Score|| = 35.0, 31-01-2020, ArticleFromJournal|
= 35.0, 31-01-2020, ArticleFromJournal
|Publication indicators||= 6; = 6; : 2013 = 1.517; : 2013 = 3.601 (2) - 2013=4.72 (5)|
|Citation count*||4 (2015-02-17)|
* presented citation count is obtained through Internet information analysis and it is close to the number calculated by the Publish or Perish system.