Portrait of Sever Sternhell.

28: Bonding and Non-Bonding (1992)

Sever Sternhell

Abstract


Liversidge Research Lecture, delivered before the Royal Society of New South Wales, 14 October, 1992. Reproduced by permission of the Royal Society of New South Wales from J. Proc. Roy. Soc. N.S.W., 1993, 126, 1354-143.

"Over the last 10 years our group has carried out two parallel experimental investigations in physical-organic chemistry. The first one dealt with the development of a new experimental parameter for the determination of the π-bond order of the carbon-carbon double bond and the utilisation of this new parameter in the determination of the ground-state electronic structures of some unsaturated systems."

"The second investigation dealt with the limitations of a previously proposed (Bott, Field and Sternhell, 1980) semi-quantitative treatment for predicting the severity (energy penalty) of repulsive non-bonded interactions from purely structural parameters."


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References


Allinger, N.L., 1976. Adv. Phys. Org. Chem., 13, 1.

Barfield, M., Collins, M.J., Gready, J.E., Sternhell, S. and Tansey, C.W., 1989. The bond-order dependence of orthobenzylic coupling constants involving a methyl group 4JMe,H . J. Am. Chem. Soc., 111, 4285-4290.

Barfield, M., Fallick, C., Hata, K., Sternhell, S. and Westerman, P., 1983. Conformational bond-order and substituent dependencies of orthobenzylic coupling. J. Am. Chem. Soc., 105, 2178-2186.

Bartle, K.D., Jones, D.W. and Matthews, R.S., 1969(a). J. Mol. Struct., 4, 445.

Bartle, K.D., Jones, D.W. and Matthews, R.S., 1969(b). Rev. Pure Appl. Chem., 19, 191.

Bott, G., Field, L.D. and Sternhell, S., 1980. Steric effects. A study of rationally designed systems. J. Am. Chem. Soc., 102, 5618-5626.

Collins, M.J., Gready, J.E., Sternhell, S. and Tansey, C.W., 1990. An NMR investigation of the Mills-Nixon effect. Aust. J. Chem., 43, 1547-1557.

Collins, M.J., Hatton, P.M., Sternhell, S. and Tansey, C.W., 1987. Substituent and ring-size dependence of the 4JMe,H coupling constant. Magn. Reson. Chem., 25, 824-828.

Collins, M.J., Hatton, P.M. and Sternhell, S., 1992. An N.M.R. investigation of ground state polarisation of some substituted aromatic systems. Aust. J. Chem., 45, 1119.

Collins,M.J., Sternhell, S. and Tansey, C.W., 1990. NMR studies of bond order in azulene, biphenylene and 1,6 methano[10]annulene. Aust. J.Chem., 43, 1541-1546.

Cosmo, R., Hambley, T.W. and Sternhell, S., 1987. Skeletal deformation in 4,5-disubstituted 9,10-dihydrophenanthrenes and 4,5-disubstituted phenanthrenes. J. Org. Chem., 52, 3119-3123.

Cosmo, R., Hambley, T.W. and Sternhell, S., 1987. Anomalous internuclear distances in 1,8-substituted naphthalenes and 4,5-substituted phenanthrenes. Tetrahedron Letters, 28, 62396240.

Cosmo, R. and Sternhell, S., 1987. Steric Effects. Inversion of 9,10-dihydro-4,5- disubstituted phenanthrenes. Aust. J. Chem., 40, 35-47.

Craw, J.S., Hush, N.S., Sternhell, S. and Tansey, C.W., 1992. The Relationship between partial bond fixation induced by through-bond and/or through-space perturbations in non-planar benzene derivatives and 1H spinspin coupling constants. J. Phys. Chem., 961, 5 7 5 3.

Crossley, M.J., Forster, A.J., Harding, M.M. and Sternhell, S., 1987. Steric Effects on atropoisomerism in tetraarylporphyrins. J. Am. Chem. Soc., 109, 341-348.

Crossley, M.J., Harding, M.M. and Sternhell, S., 1992. Use of NMR spectroscopy to determine bond orders between β- and β'-pyrrolic positions of porphyfins: structural differences between free-base and metalloporphyrins. J. Am. Chem. Soc., 114, 3266.

Gready, J.E., Hambley, T.W., Kakiuchi, K., Kobiro, K., Sternhell, S., Tansey, C.W. and Tobe, Y., 1990. NMR studies of bond order in distorted aromatic systems. J. Am. Chem. Soc., 112, 7537-7540.

Gready, J.E., Hatton, P.M. and Sternhell, S., 1992. NMR studies of bond-order in heteroaromatic systems. J. Heterocyclic Chem., 29, 935.

Hambley, T.W. and Stemhell, S., (unpublished data from these laboratories, 1992).

Hambley, T.W., Sternhell, S. and Tansey, C.W., 1990. The Synthesis and Structure of 3,4-di-tert-butylbenzoic acid. Aust. J. Chem., 43, 807-814.

Hatton, P. and Sternhell, S., 1993. An NMR Investigation of Polarisation of Pyridine by +R Substituents and a Proposed New Method for Determination of the Substituent Resonance Parameter (σR). Aust. J. Chem., 46, 149.

Joseph-Nathan, P., Garcia-Martinez, C. and Morales-Rios, M.S., 1990. Magn. Reson. Chem., 28, 311.

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Sternhell, S. and Tansey, C.W., 1990. NMR studies of bond order in sterically distorted phenanthrenes. Aust. J. Chem., 43, 11577-1580.


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