1482. Bullvalene
Nomenclature
Description and references
Molecular structure is highly fluxional; spontaneously undergoes a 3-fold structurally degenerate Cope rearrangement at room temp, resulting in 10!/3 structurally equivalent geometric isomers. 1H NMR spectrum is a sharp singlet peak at high temp. Predicted as a hypothetical molecule: W. von E. Doering, W. R. Roth, Tetrahedron 19, 715 (1963). Prepn: G. Schrder, Angew. Chem. 75, 722 (1963). 1H NMR spectrum: R. Merényi et al., Ber. 97, 3150 (1964). Vapor phase structure determn: B. Andersen, A. Marstrander, Acta Chem. Scand. 25, 1271 (1971). Microwave and vibrational spectral study: W. M. Stigliani, V. W. Laurie, J. Mol. Spectrosc. 60, 188 (1976). Calorimetry study: M. Mansson, S. Sunner, J. Chem. Thermodyn. 13, 671 (1981). Review of chemistry: G. Schrder, J. F. M. Oth, Angew. Chem. Int. Ed. 6, 414-423 (1967); of discovery and characterization: A. Ault, J. Chem. Educ. 78, 924-927 (2001).
