Effects of annulation on the mass spectral behaviour of monosubstituted bicyclo[4.3.0]-3-nonenes and bicyclo[4.3.0]-3,7-nonadienes
作者： František Tureček , Vladimir Hanuš
关键词:
摘要: The mass spectra of the title compounds differ considerably depending on annulation bicyclic skeleton. For a series alkyl derivatives cis-annulated show higher abundance products due to retro Diels-Alder cleavage than corresponding trans isomers. esters and alcohols lose molecule ethanol water, respectively, more easily Effects conformation configuration are discussed.
sci-hub.se 参考文章(17)
G. Berti, A. Marsili, I. Morelli, A. Mandelbaum, Boron trifluoride-catalyzed rearrangements of some tetrasubstituted neotriterpene epoxides—II: Hopene-II oxide and its analogue in the A:B-neoallobetulin series Tetrahedron. ,vol. 27, pp. 2217- 2223 ,(1971) , 10.1016/S0040-4020(01)91621-7
H. Budzikiewicz, J.I. Brauman, Carl Djerassi, Massenspektrometrie und IHRE anwendung auf strukturelle und stereochemische probleme—LXVII Tetrahedron. ,vol. 21, pp. 1855- 1879 ,(1965) , 10.1016/S0040-4020(01)98656-9
Joseph Deutsch, Asher Mandelbaum, Mass spectrometry. Double hydrogen migration in adducts of p-benzoquinone with bi-l-cycloalken-l-yls under electron impact Journal of the American Chemical Society. ,vol. 91, pp. 4809- 4813 ,(1969) , 10.1021/JA01045A039
S. Weinstein, E. Gil-Av, J. H. Leftin, E. C. Levy, A. Mandelbaum, The effect of molecular geometry on the fragmentation of methyl esters of cyclobut-3-ene-1,2-dicarboxylic acids Organic Mass Spectrometry. ,vol. 9, pp. 774- 780 ,(1974) , 10.1002/OMS.1210090806
F. Tureček, A. Vystrčil, The syntheses of 7-alkyl derivatives of bicyclo[4,3,0]-3-nonenes Collection of Czechoslovak Chemical Communications. ,vol. 41, pp. 1581- 1589 ,(1976) , 10.1135/CCCC19761581
David G. I. Kingston, Brice W. Hobrock, Maurice M. Bursey, Joan T. Bursey, Intramolecular hydrogen transfer in mass spectra. III. Rearrangements involving the loss of small neutral molecules Chemical Reviews. ,vol. 75, pp. 693- 730 ,(1975) , 10.1021/CR60298A002
K. G. Das, K. P. Madhusudanan, Substituent effects on retro-Diels-Alder reactions in some 3,6-diphenyl-5-aryl-4-amino-Δ′cyclohexenes Organic Mass Spectrometry. ,vol. 7, pp. 619- 625 ,(1973) , 10.1002/OMS.1210070512
M. Tichý, F. Šipoš, J. Sicher, Stereochemical studies. XXXVIII. Conformational energies for the axial-equatorial change in different cyclohexyl systems Collection of Czechoslovak Chemical Communications. ,vol. 31, pp. 2889- 2898 ,(1966) , 10.1135/CCCC19662889
Joseph. Deutsch, Asher. Mandelbaum, Mass spectrometry. XIII. Stereospecific electron impact induced fragmentation processes in some tricyclic diesters Journal of the American Chemical Society. ,vol. 92, pp. 4288- 4291 ,(1970) , 10.1021/JA00717A025
F. Benoit, J. L. Holmes, N. S. Isaacs, The mass spectra of carboxylic acids—I: Fragmentation mechanisms in maleic and fumaric acids and related compounds Journal of Mass Spectrometry. ,vol. 2, pp. 591- 601 ,(1969) , 10.1002/OMS.1210020605