Original scientific paper

Photolysis of 11-Methylenepentacyclo-[5.4.0.02,6.03,10.05,9]undecan-8-spiro-3'-diazirine. Medium Dependent Reaction

Kata Mlinarić-Majerski ; Rudjer Bošković Institute, P. O. Box 180, HR-10002 Zagreb, Croatia
Jelena Veljković ; Rudjer Bošković Institute, P. O. Box 180, HR-10002 Zagreb, Croatia
Mira Kaselj ; Rudjer Bošković Institute, P. O. Box 180, HR-10002 Zagreb, Croatia

Abstract

11-Methylenepentacyclo-[5.4.0.02,6.03,10.05,9]undecan-8-spiro-3'-diazirine (1) has been synthesized and its photochemical decomposition in different media has been investigated. Irradiation of N₂-purged benzene solution of diazirine 1 produced a mixture of four azine-isomers 7a-d. However, photolysis of 1 in pentane gave a mixture of hydrocarbons 6 as the main insertion products and traces of 1,3-bishomopentaprismane (5). The photolytic decomposition of 1 in N₂-matrix at -196 °C proved the formation of diazo-compound 8, which upon warm-up gave traces of 1,3-bishomopentaprismane (5).

Keywords

cage compounds; diazirine; azines; carbenes

Hrčak ID:

132072

URI

https://hrcak.srce.hr/132072

Publication date:

5.6.2000.

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