- ISOMERIC CIS-BICYCLONONADIENES
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cis-Bicyclonona-2,7-dienes and the corresponding 2,8-dienes were obtained by the isomerization of cis-bicyclonona-3,7-diene and dehydration of the cis-bicyclonon-7(8)-en-3-ols.The 13C and PMR spectra of the isomeric dienes were investigated, and their retention times in GLC analysis were determined.The reaction of cis-bicyclonona-3,7-diene with N-bromosuccinimide in aqueous DMSO and the reaction of cis-bicyclonona-2,7-diene with acetic acid were studied.
- Gevorkyan, G. G.,Belikova, N. A.,Bobyleva, A. A.,Pekhk, T. I.,Anfilogova, S. N.,et al.
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p. 1583 - 1588
(2007/10/02)
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- ADDITION OF HYDROGEN BROMIDE TO CIS-BICYCLONONA-3,7-DIENE. SYNTHESIS OF 5-BROMOBREXANE AND BREXAN-5-ONE
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The addition of hydrogen bromide to cis-bicyclonona-3,7-diene takes place preferentially but not selectively at the double bond of the six-membered ring.In the case of gaseous hydrogen bromide only bromobicyclononenes are formed, but with 48percent aqueous hydrobromic acid the reaction is accompanied by transannular cyclization and by the formation of endo- and exo-5-bromobrexanes (16-20percent).A method is proposed for the production of brexan-5-one.
- Dubitskaya, N. F.,Khaibullina, E. A.,Pekhk, T. I.,Grishin, Yu. K.,Belikova, N. A.,Bobyleva, A. A.
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p. 1589 - 1593
(2007/10/02)
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- ADDITION OF ORGANIC ACIDS TO cis-BICYCLONONA-3,7-DIENE. SYNTHESIS OF COMPOUNDS OF THE BREXANE AND BRENDANE SERIES
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The esters of cis-bicyclononenols, exo- and endo-brexan-5-ols, and exo-brendan-2-ol were obtained by the addition of formic, acetic, and trifluoroacetic acids to cis-bicyclonona-3,7-diene.The composition of the reaction products and its dependence on the reaction conditions were determined.A method is proposed for the separation of the bicyclic and tricyclic components.The mechanism of the transannular cyclization is discussed.
- Arbuzov, V. A.,Gevorkyan, G. G.,Pekhk, T. I.,Bobyleva, N. A.,Belikova, N. A.
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p. 1114 - 1124
(2007/10/02)
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