By A.R. Katritzky, A.J. Boulton and J.M. Lagowski (Eds.)
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Extra info for Advances in Heterocyclic Chemistry, Vol. 5
18, 632 (1961). B. Gebhardt and R. Mayer, personal communication (1963). 106 R. Mayer, personal communication (1963). 107 G. Bergson, Arkiv Kemi 19, 181 (1962). 108 W. L. Kehl and G . A. Jeffrey, Acta Cryst. 11, 813 (1968). 109 F. Arndt, P. Nachtwey, and J. Puech, Ber. 58, 1638 (1925). 110 S. Bezzi, C. Garbuglio, M. Mammi, and G . Traverso, Gazz. Chim. Ital. 88, 104 106 1226 (1968). 111 S. Bezzi, M. Maxmni, and C. Garbuglio, Nature 182, 247 (1958). SeC. 1 ELECTRONIC STRUCTURE O F SULFUR COMPOUNDS 31 chemical study112proved that the compound in question has a bicyclic structure of an unusual type (see Section 11,E, thiothiophthene).
D. Brown in “Current Trends in HeterocyclicChemistry” (A. ) p. 13. Butterworths, London, 1958. 5 l A. Adam and R. Slack, J . Chem. SOC. 3061 (1969). 52 J. Metzger and A. Pullman, Compt Rend. 226, 1613 (1948). 53 J. Metzger and A. Pullman, BuU. SOC. Chim. Frame 1166 (1948). 54 A. Pullman and J. Metzger, BUU. Soc. Chim. France 1021 (1948). Vincent and J. Metzger. BUU. Soc. Chim. France 2039 (1962). R. Zahradnik and J. , CoueCth Czech. Chem. Commun. 26, 166 (1961). 50 Sec. 11. 1 ELECTRONIC STRUCTURE OF SULFUR COMPOUNDS 19 accounted for by the values of localization energies while r-electron densities lead to incorrect predictions.
157S. C. Abrahams, Quart. Rev. (London)10, 407 (1956). R. Katritzky and A. P. Ambler, in “Physical Methods in Heterocyclic Chemistry” (A. R. ), p. 161, Vol. 11. Academic Press, New York, 1963. 158 A. Sec. 1 ELECTRONIC STRUCTURE OF SULFUR COMPOUNDS 43 transitions ; satisfactory results were obtained only upon application of the method of limited configuration interaction. This method, however, has only been applied to a few sulfur compounds : t h i ~ p h e n e , ~ ~ dithiiq41 and thioacetamide. 160 Excitation energies calculated for thiophene and dithiin (and f ~ r a nby ) ~the ~ method of Pariser and Parr are in good agreement with the experimental energies.