A refined model for prediction of hydrogen bond acidity and basicity parameters from quantum chemical molecular descriptors

2009 ◽  
Vol 11 (10) ◽  
pp. 1595 ◽  
Author(s):  
Mike Devereux ◽  
Paul L. A. Popelier ◽  
Iain M. McLay
Keyword(s):  
Hydrogen Bond ◽  
Quantum Chemical ◽  
Molecular Descriptors ◽  
Refined Model ◽  
Acidity And Basicity ◽  
Hydrogen Bond Acidity

scholarly journals Theoretical Scales of Hydrogen Bond Acidity and Basicity for Application in QSAR/QSPR Studies and Drug Design. Partitioning of Aliphatic Compounds.

ChemInform ◽  
2004 ◽  
Vol 35 (31) ◽  
Author(s):  
Alexander A. Oliferenko ◽  
Polina V. Oliferenko ◽  
Jonathan G. Huddleston ◽  
Robin D. Rogers ◽  
Vladimir A. Palyulin ◽  
...  
Keyword(s):  
Hydrogen Bond ◽  
Drug Design ◽  
Aliphatic Compounds ◽  
Acidity And Basicity ◽  
Hydrogen Bond Acidity

Theoretical Scales of Hydrogen Bond Acidity and Basicity for Application in QSAR/QSPR Studies and Drug Design. Partitioning of Aliphatic Compounds

2004 ◽  
Vol 44 (3) ◽  
pp. 1042-1055 ◽  
Author(s):  
Alexander A. Oliferenko ◽  
Polina V. Oliferenko ◽  
Jonathan G. Huddleston ◽  
Robin D. Rogers ◽  
Vladimir A. Palyulin ◽  
...  
Keyword(s):  
Hydrogen Bond ◽  
Drug Design ◽  
Aliphatic Compounds ◽  
Acidity And Basicity ◽  
Hydrogen Bond Acidity

Theoretical analysis of the (HNO)2, (HNO···HNS), and (HNS)2 dimers — A case of red and blue shifts of N–H stretching frequency

2010 ◽  
Vol 88 (8) ◽  
pp. 849-857 ◽  
Author(s):  
Nguyen Tien Trung ◽  
Tran Thanh Hue ◽  
Minh Tho Nguyen
Keyword(s):  
Hydrogen Bond ◽  
Quantum Chemical ◽  
Bond Formation ◽  
Blue Shift ◽  
Proton Donor ◽  
Basis Sets ◽  
Coupled Cluster ◽  
Hydrogen Bond Formation ◽  
Length Contraction ◽  
Moller Plesset

The hydrogen-bonded interactions in the simple (HNZ)2 dimers, with Z = O and S, were investigated using quantum chemical calculations with the second-order Møller–Plesset perturbation (MP2), coupled-cluster with single, double (CCSD), and triple excitations (CCSD(T)) methods in conjunction with the 6-311++G(2d,2p), aug-cc-pVDZ, and aug-cc-pVTZ basis sets. Six-membered cyclic structures were found to be stable complexes for the dimers (HNO)2, (HNS)2, and (HNO–HNS). The pair (HNS)2 has the largest complexation energy (–11 kJ/mol), and (HNO)2 the smallest one (–9 kJ/mol). A bond length contraction and a frequency blue shift of the N–H bond simultaneously occur upon hydrogen bond formation of the N–H···S type, which has rarely been observed before. The stronger the intramolecular hyperconjugation and the lower the polarization of the X–H bond involved as proton donor in the hydrogen bond, the more predominant is the formation of a blue-shifting hydrogen bond.

Sign in / Sign up

Export Citation Format

Share Document