Read e-book online Aromatic and Heteroatomic Chemistry Volume 7 PDF

ISBN-10: 085186600X

ISBN-13: 9780851866000

ISBN-10: 1847555756

ISBN-13: 9781847555755

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Pechine, J. J. Piada, and D. Solgadi,J. Electron Spectrosc. Relat. , 1978,13,141(Chem. , 1978,88,169 224). N. Warrener, K. I. Gell, and M. N. Paddon-Row, Tetrahedron Letters, 1977,5 3 . " Unstable peroxides (28; R = M e or Ph) are formed by the reaction of singlet oxygen with the corresponding fulvenes. *' Three articles describe the preparation of azulenes from fulvenes: 6-dimethylaminofulvene (3 1)reacts with thiophen SS-dioxide to yield azulene (33; R = H ) in 33% yield by elimination of sulphur dioxide and dimethylamine from the primary 67r + 471-cycloadduct (32);215,6-dichloroazulene (33; R = Cl) is similarly formed (60%) from 3,4-dichlorothiophen SSNMe, ( - f - H + 0 2 s~ (31) '' -aml?

Uyehara, T. Honda, and Y. Kitahara, Chem. Letters, 1977, 1233. I. Willner and M. Rabinovitz, J. Amer. Chem. ,1978, 100, 337. R. Lantz and A. B. Hornfeldt, Chemica Scripfa, 1976, 10, 126. B. Cederlund, R. Lantz, A. B. Hornfeldt, 0. Thorstad, and K. Undheim, Actu Chem. Scand. (B), 1977,31, 198. r. ~~ of the rhodium complex (86) with m -chloroperbenzoic acid, sulphur, selenium, or nitrosobenzene leads to the quinones (87; X = 0, S, Se, or NPh, r e ~ p e c t i v e l y ) . 46The ‘crossbreeding’ dimerisation of the dimethylene compounds (90; Z = 0) and (90; Z = S), produced by heating a mixture of the quatern-ary furyl- and thienylammonium hydroxides (89; Z = 0)and (89; Z = S), yields the mixed compound 41 42 43 45 46 T.

E. Gottlieb, E. L. Sanchez, and R. Pellicciari, J. Org. , 1977,42, 3945. E. Chacko, J. Bornstein, and D. J. Sardella, J. Amer. Chem. , 1977, 99, 8248. J. Hambrecht and E. Muller, Annalen, 1977, 387. N. B. Pahor, M. Calligaris, and L. S. Perkin II, 1978,42. 22 Aromatic and Heteroaromatic Chemistry (88;X = 0,Y = S). e. r. 48Cross-breeding ‘co-dimerisation’ of the appropriate furan or thiophen derivatives with 4-(l-methylnaphthyl)methyltrimethylammonium hydroxide (95) gives naphthaleno-heterophanes, which exist in syn- and anti-forms (96) and (97) (X = 0 or S).

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