Molecular orbital treatment of substituent effects. II. Structures of some carboxylic Acids and their conjugate bases

1984 ◽  
Vol 62 (12) ◽  
pp. 2881-2886 ◽  
Author(s):  
Kenneth E. Edgecombe ◽  
Russell J. Boyd
Keyword(s):  
Carboxylic Acids ◽  
Molecular Orbital ◽  
Substituent Effects ◽  
Conjugate Bases

Molecular orbital treatment of substituent effects. I. Structures of some carbon acids and their conjugate bases

1983 ◽  
Vol 61 (1) ◽  
pp. 45-49 ◽  
Author(s):  
Kenneth E. Edgecombe ◽  
Russell J. Boyd
Keyword(s):  
Molecular Orbital ◽  
Substituent Effects ◽  
Stabilization Energy ◽  
Basis Set ◽  
Carbon Acids ◽  
Resonance Stabilization ◽  
Stabilization Energies ◽  
Conjugate Bases ◽  
Equilibrium Geometries

The STO-3G optimized structures of three series of carbon acids, CHnX4−n, where n = 1, 2, or 3 and X = F, CN, or NO2 and their corresponding conjugate bases are compared with the limited number of experimentally determined structures. The 6-31G* equilibrium geometries of [Formula: see text] are included as a check on the reliability of the STO-3G structures of the anions. Although the effects of successive substitutions on the STO-3G structures are generally systematic, a few apparent anomalies are readily explained in terms of resonance stabilization. Calculations at the 3-21G level, on the STO-3G optimized structures, indicate that the stabilization energy associated with increasing the number of orbitals in the basis set is approximately additive. The stabilization energies are 0.865 ± 0.007 au per fluorine substituent, 0.661 ± 0.008 au per cyano substituent, and 1.561 ± 0.027 au per nitro substituent.

A pseudo-atom molecular orbital approach to substituent effects in organic compounds

1972 ◽  
Vol 24 (5) ◽  
pp. 913-933 ◽  
Author(s):  
Kim D. Summerhays ◽  
Gary E. Maciel
Keyword(s):  
Organic Compounds ◽  
Molecular Orbital ◽  
Substituent Effects ◽  
Pseudo Atom

Photoelectron (HeI) Spectra of Aromatic Thiocarbonyls and Corresponding S-Oxides

1978 ◽  
Vol 33 (4) ◽  
pp. 468-471
Author(s):  
Fernando Bernardi ◽  
Francesco Paolo Colonna ◽  
Giuseppe Distefano ◽  
Gaetano Maccagnani ◽  
Giuseppe Spunta
Keyword(s):  
Molecular Orbital ◽  
Ionization Energy ◽  
Substituent Effects ◽  
Molecular Orbital Theory ◽  
Orbital Theory

The low ionization energy regions of the photoelectron (He I) spectra of several p-p′-substituted thiobenzophenones (X-C6H4)2CS and of the corresponding S-oxides (sulphines) (XC6H4)2CSO (where X = H , OCH3, CH3, I, Br, Cl and NO2) have been assigned on the basis of perturbational molecular orbital theory arguments coupled with CNDO/2 computations and substituent effects. For the thioketones, the ordering of the outermost MO's results to be n(S), π7, π6, π5/π4, π3, n(S) being the HOMO; while for the sulphines the two outermost MO’s have π character and correspond to π7 and π6 in the thioketones.In the light of the above results the different behaviour toward oxidation of these two classes of compounds can be rationalized.

Substituent effects on poly(p-phenylenevinylene) backbone, interrupted with silicon atoms: molecular orbital theory

2004 ◽  
Vol 141 (3) ◽  
pp. 251-257 ◽  
Author(s):  
Seeyearl Seong ◽  
Maeng Eun Lee ◽  
Tae Bum Lee ◽  
Kyoung Tai No ◽  
Hwan Kyu Kim
Keyword(s):  
Molecular Orbital ◽  
Substituent Effects ◽  
Molecular Orbital Theory ◽  
Orbital Theory

ChemInform Abstract: NMR Spectroscopy and Cyclic Voltammetry of N-Aryl-P,P,P-triphenylphospha-λ5-azenes, Substituent Effects and Correlation with Molecular Orbital Calculations.

1986 ◽  
Vol 17 (42) ◽  
Author(s):  
M. POMERANTZ ◽  
D. S. MARYNICK ◽  
K. RAJESHWAR ◽  
W.-N. CHOU ◽  
L. THROCKMORTON ◽  
...  
Keyword(s):  
Cyclic Voltammetry ◽  
Nmr Spectroscopy ◽  
Molecular Orbital ◽  
Substituent Effects ◽  
Molecular Orbital Calculations

Molecular orbital calculations of substituent effects on directly bonded13C-H coupling constants

1968 ◽  
Vol 15 (1) ◽  
pp. 47-55 ◽  
Author(s):  
V.M.S. Gil ◽  
J.J.C. Teixeira-Dias
Keyword(s):  
Molecular Orbital ◽  
Substituent Effects ◽  
Coupling Constants ◽  
Molecular Orbital Calculations
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