Liebman studies

Brown, R.S. (2000). Studies in amide hydrolysis the acid, base and water reactions. In The Amide Linkage. Structural Significance in Chemistry, Biochemistry and Materials Science, Greenberg, A., Breneman, C.M. and Liebman, J.F. (eds), p. 85. John Wiley Sons, Inc., New York... 

J. S. Chickos, in Molecular Structure and Energetics Physical Measurements (Eds. J. F. Liebman and A. Greenberg), VCH, New York, 1987 and unpublished supplement (personal communication). We thank Dr James Chickos for providing us with his unpublished study. 

Two recent reviews of hydrocarbon radical enthalpies of formation are J. Berkowitz, G. B. Ellison and D. Gutman, J. Phys. Chem., 98, 1744 (1994) and W. Tsang, in Energetics of Organic Free Radicals [Vol. 4 in file SEARCH Series (Eds. J. A. Martinho Simoes, A. Greenberg and J. F. Liebman), Blackie Academic Professional, an imprint of Chapman Hall, London, in press]. The enthalpies of formation of hydrocarbyl radicals is still a subject of some dispute. Admitting our prejudices, file values chosen in file current study are those recommended by the latter reference. 

A. Greenberg and T. A. Stevenson, Molecular Structure and Energetics Studies of Organic Molecules (Eds. J. F. Liebman and A. Greenberg), VCH, Deerfield Beach, 1986. See also the discussion in J. F. Liebman and R. M. Pollack, in The Chemistry ofEnones, Part 1 (Eds. S. Patai and Z. Rappoport), Wiley, New York, 1989 wherein the resonance energy of crotonaldehyde was shown to be less than that of piperylene while the rotational barriers are in the reverse order. 

Admittedly, we are not surprised that the decomposition enthalpies of styrene and 2-vinylnaphthalene peroxides are close to each other, as are those of the isomeric isopropenyl species. There is a rather rehable constant enthalpy of formation difference between phenyl and naphthyl derivatives, and as a corollary, a near-equaUty of the enthalpies of formation of 1- and 2-naphthyl derivatives, cf. the combined calculational and calorimetric studies of M. V. Roux, M. Temprado, R. Notario, S. P. Verevkin, V. N. Emel yanenko, D. E. DeMasters and J. F. Liebman, Mol. Phys., 102, 1909 (2004) and references cited therein. It is perhaps more surprising that the a-methyl group on the unsaturated moiety (vinyl -> isopropenyl) causes such a small change. 

The effect of mutations in eRFl and eRF3 on the efficiency of translation termination in yeast has been extensively studied. A variety of mutations in both translation termination factor subunits results in a nonsense suppression phenotype (Eustice et al. 1986 Song and Liebman 1989 All-Robyn et al. 1990 Wakem and Sherman 1990 Stansfield et al. 1995a, 1997 Bertram et al. 2000 Velichutina et al. 2001 Cosson et al. 2002 Bradley et al. 2003 Chabelskaya et al. 2004 Salas-Marco and Bedwell 2004). 

For monographs, see Jones Moss Carbenes, 2 vols. Wiley New York, 1973-1975 Kirmse Carbene Chemistry, 2nd ed. Academic Press New York, 1971 Rees Gilchrist Carbenes, Nitrenes, and Arynes Nelson London, 1969. For reviews, see Minkin Simkin Glukhovtsev Russ. Chem. Rev. 1989, 58, 622-635 Moss Jones React. Intermed. (Wiley) 1985, 3, 45-108,1981,2, 59-133,1978, /, 69-115 Isaacs, Ref. 1, pp. 375-407 Bethell Adv. Phys. Org. Chem. 1969, 7, 153-209 Bethell, in McManus, Ref. 1, pp, 61-126 Closs Top. Stereochem. 1968, 3, 193-235 Herold Caspar Fortschr. Chem. Forsch. 1966, 5, 89-146 Rozantsev Fainzil berg Novikov Russ. Chem. Rev. 1965,34, 69-88. For a theoretical study, see Liebman Simons Mol. Struct. Energ. 1986, /, 51-99. 

Smart BE (1986) In Liebman JF, Greenberg A (eds) Molecular Structure and Energetics, Vol.3 Studies of Organic Molecules. VCH, New York... 

This is painfully unlike the case of enols, wherein a tentative set of Benson increments has been developed [F. Turecek and Z. Havlas, J. Org. Chem., 51, 4066 (1986)]. This is not particularly surprising—the collection of thermochemically characterized classical and thus unburied enols is much more coherent than that of enamines [see J. P. Guthrie, in The Chemistry of Enols (Ed. Z. Rappoport), Wiley, Chichester, 1990]. The reader is addressed, however, to S. W. Slayden and J. F. Liebman, in Supplement E The Chemistry of Hydroxyl, Ether and Peroxide Groups, Vol. 2 (Ed. S. Patai), Wiley, Chichester, 1993, for a brief excursion into the complications that arise in the study of more general enols. 

We are optimistically generalizing here the findings in J. S. Chickos, D. G. Hesse, S. Y. Panshin, D. W. Rogers, M. Saunders, P. M. Uffer and J. F. Liebman, J. Org. Chem., 57, 1897 (1992) wherein these authors systematically studied the temperature correction for the phase change enthalpy of a set of thermochemically well-characterized hydrocarbons. 

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