Substituent effect in O[sbnd]H⋯Se hydrogen bond—Density Functional Theory study of para-substituted phenol–SeH2 complexes

Abstract

Complexes between para-substituted phenol and SeH2 are characterized in the electronic ground state by B3LYP, B3PW91, and wB97xD levels of calculations using 6-311++G(3df,3pd) basis set. Various substituents (NH2, OH, CH3, F, Cl, CN, and NO2) are used to investigate the electronic substituent effect on intermolecular OH⋯Se hydrogen bond. Electron withdrawing para-substituent increases hydrogen bond interaction energy and red shift in OH stretching frequency. Stabilization energy of OH⋯Y hydrogen bond are similar in complexes of phenol with YH2 (Y=S and Se), whereas it is almost twice when Y=O.