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Photolysis of 11-methylenepentacyclo[5.4.0.0(2,6).0(3,10).0(5,9)]undecan-8-spiro-3 '-diazirine. Medium dependent reaction

Mlinarić-Majerski, Kata; Veljković, Jelena; Kaselj, Mira (2000) Photolysis of 11-methylenepentacyclo[5.4.0.0(2,6).0(3,10).0(5,9)]undecan-8-spiro-3 '-diazirine. Medium dependent reaction. Croatica Chemica Acta, 73 (2). pp. 575-584. ISSN 0011-1643

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Abstract

11-Methylenepentacyclo[5.4.0.0(2,6). 0(3,10).0(5,9)]undecan-8-spiro-3'-diazirine (1) has been synthesized and its photochemical decomposition in different media has been investigated. Irradiation of Nz-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 N-2-matrix at -196 degrees C proved the formation of diazo-compound 8, which upon warm-up gave traces of 1,3-bishomopentaprismane (5).

Item Type: Article
Uncontrolled Keywords: cage compounds; diazirine; azines; carbenes; state; adamantane-2-spiro-3'-diazirine; dialkylcarbene; fluorescence; chemistry
Subjects: NATURAL SCIENCES > Chemistry
Divisions: Division of Organic Chemistry and Biochemistry
Projects:
Project titleProject leaderProject codeProject type
Molekularni receptori s policikličkim jedinicamaKata Majerski00980702MZOS
Depositing User: Kata Majerski
Date Deposited: 22 Nov 2013 12:59
Last Modified: 28 Feb 2014 10:43
URI: http://fulir.irb.hr/id/eprint/1067

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