Basicities of primary arylamines and calculated amine nitrogen electronic charges
Main Article Content
Abstract
Mülliken charges on nitrogen atoms were calculated for several arylamines, utilizing the AM1 Quantum Chemistry method, relating their values to experimental amine pKa . Direct relation between pKa and nitrogen charges was found. The amines energies of protonation, calculated by the same method, also correlate directly with these charges.
Metrics
Article Details
This work is licensed under a Creative Commons Attribution 4.0 International License.
The corresponding author transfers the copyright of the submitted manuscript and all its versions to Eclet. Quim., after having the consent of all authors, which ceases if the manuscript is rejected or withdrawn during the review process.
When a published manuscript in EQJ is also published in other journal, it will be immediately withdrawn from EQ and the authors informed of the Editor decision.
Self-archive to institutional, thematic repositories or personal webpage is permitted just after publication. The articles published by Eclet. Quim. are licensed under the Creative Commons Attribution 4.0 International License.
References
ALLINGER, N. L. Conformational analysis. 130. MM2. A hydrocarbon force field utilizing V1 and V2 torsional terms. J. Am. Chem. Soc., v.99, p.8127, 1977.
ALLINGER, N. L., YUH, Y. H. Quantum Chemistry Program Exchange; Bloomington, IN ; Program # 395 .
BAIRD, N. C., DEWAR, M. J. S. Ground states of s-bonded molecules. IV. The MINDO method and its application to hydrocarbons. J. Chem. Phys., v.50, p.1262, 1969.
BURKERT, U., ALLINGER, N. L. Molecular Mechanics, ACS Monograph 177, 1982
COLLINS, J. B., SCHLEYER, P. V., BINKLEY, J. S., POPLE, J. A. Self-consistent molecular orbital methods. XVII. Geometries and binding energies of second-row molecules. A comparison of three basis sets. J. Chem. Phys., v.64, p.5142, 1976.
DEWAR, M. J. S., McKEE, M. L., Ground states of molecules. 41. MNDO results for molecules containing boron. J. Am. Chem. Soc., v.99, p. 5231, 1977.
DEWAR, M. J. S., ZOEBISCH, E. G. ; HEALY, E. F., STEWART, J. J. P. AM1: a new general purpose quantum mechanical molecular model. J. Am. Chem. Soc., v.107, p. 3902, 1985.
ELLIOTT, J. J., MASON, S. F. The heats and entropies of ionisation of some aromatic and N-heteroaromatic amines. J. Chem. Soc., p. 2352 , 1959.
HEHRE, W. J., STEWART, R. F., POPLE, J. A. Self-consistent molecular-orbital methods. I. Use of gaussian expansions of Slater-type atomic orbitals. J. Chem. Phys., v.51, p.2657, 1969.
HOFFMANN, R. An extended Hückel theory. I. Hydrocarbons. J. Chem. Phys., v. 39, p.1397, 1963.
JORGENSEN, W.L., CHANDRASEKHAR, J., MADURA, J.D. Comparison of simple potential functions for simulating liquid water. J. Chem. Phys., v. 79, p. 926, 1983.
POPLE,J. A., SANTRY, D. P., SEGAL, G. A. Aproximate self-consistent molecular orbital theory. I. Invariant procedures. J. Chem. Phys., v. 43, p. S129, 1965.
POPLE, J. A., BEVERIDGE, D. L. Approximate Molecular Orbital Theory; McGraw- Hill ; New York, 1970.
STEWART, R. F. Small gaussian expansions of Slater-type orbitals. J. Chem. Phys., v. 52, p. 431, 1970.