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Photochemical, transformations of tetracyclo [3. 3.0.02,4.03,6]OCT-7-ene

โœ Scribed by J. Stapersma; G. W. Klumpp


Publisher
Elsevier Science
Year
2010
Tongue
English
Weight
156 KB
Volume
101
Category
Article
ISSN
0165-0513

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โœฆ Synopsis


Abstract

Cyclooctatetraene is a common product of photolysis of the title compound la. Depending on reaction conditions it is accompanied by benzene (solvent: cyclohexane, ฮณ = 253.7 nm), benzene plus semibullvalene (acetone, 300 nm), and an oxetane (cyclohexane, 350 nm, presence of an equimolar amount of benzophenone).


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Tetracyclo[4.1.0.02,4.03,5]heptanes from
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which is converted by cleavage of CO, into the products in a thermodynamic E/Z ratio (E/Z= 9/1). ## Tetracyclo [4.1.0.02~4.03~5)heptanes from 7,8-Diazatetracyclo14.3.0.0z~4.03~s~non-7-enes I\*\*]

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The title compound (I) is protonated at C(4). Product ratios depend on the solvent and are interpreted in terms of the opened, edge-protonated and corner-protonated forms, respectively, of the protonated cyclopropane ring of I. One of the comerprotonated forms is credited with laticyclic participati