Preparation of tetraphenylazulenequinodimethanes from the reactions of azulenequinones with diphenylketene and the 1H NMR and UV-vis spectral studies in acidic media

Chemistry Letters

Volumn , Issue 8, 1997, Pages 689-690

  Mori, Akira ^a   Yan, Yong Zhe ^a   Takeshita, Hitoshi ^b   Nozoe, Tetsuo ^c  

^a KYUSHU UNIVERSITY   (Japan)

^b TOHWA UNIVERSITY   (Japan)

^c KAO CORPORATION   (Japan)

Author keywords

[No Author keywords available]

Indexed keywords

EID: 0005898255     PISSN: 03667022     EISSN: None     Source Type: Journal    
DOI: 10.1246/cl.1997.689     Document Type: Article

References (9)

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2. T. Asao, N. Morita, and N. Iwagame, Bull. Chem. Soc. Jpn., 47, 773 (1974).
3. R. Gompper, A. Studeneer, and W. Elser, Tetrahedron Lett., 1968, 1019.
4. 3OH) λ 234.6 nm (ε 17050, sh), 272.4 (16800), 296.1 (11420, sh), and 441.7 (13240).
5. Y. Matsubara, S. Matsui, S.-I. Takekuma, Y. P. Quo, H. Yamamoto, and T. Nozoe, Bull. Chem. Soc. Jpn., 62, 2040 (1989); T. Asao, S. Ito, and N. Morita, Tetrahedron Lett., 30, 6693 (1989).
6. Y. Matsubara, S. Matsui, S.-I. Takekuma, Y. P. Quo, H. Yamamoto, and T. Nozoe, Bull. Chem. Soc. Jpn., 62, 2040 (1989); T. Asao, S. Ito, and N. Morita, Tetrahedron Lett., 30, 6693 (1989).
7. S. Ito, N. Morita, and T. Asao, Bull. Chem. Soc. Jpn., 68, 1409 (1995).
8. G. J. Ray, R. J. Kurland, and A. K. Colter, Tetrahedron, 27, 735 (1971).
9. Heat of formation of the cycloheptatrienylium ion protonated at C-10 of 1 was calculated to be 358.53 kcal/mol by MNDO/PM3 with MOPAC version 6 program which is more favorable than the value (373.54 kcal/mol) of the species protonated at C-9.