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Title: Photochemistry of some heterocyclic compounds
Author: Irving, Edward
ISNI:       0000 0001 3587 0944
Awarding Body: University of Oxford
Current Institution: University of Oxford
Date of Award: 1978
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The phototransposition reactions of thiophene- carbonitriles were shown to occur via the intermediate formation and isomerisation of 5-thiabicyclo[2˙1˙0]pent- 2-enes . Thus, irradiation of thiophene-3-carbonitrile in cyclohexane gave 5-thiabieyelo[2˙1˙0]pent-2-ene-2-carbonitrile as the primary photochemical product. Further irradiation produced thiophene-2-carbonitrile. The reaction was reversible, Addition of furan to 5-thiabicyclo[2˙1˙0]pent-2-ene-2- carbonitrile yielded a mixture of exo and endo-10,4-oxa thiatetracyclo[5˙2˙1˙0,sup>2,6˙ 0sup>3,5]dec-8-ene-2-carbonitrile. These two adducts were similarly formed upon irradiation of either thiophene-2 or 3-carbonitrile in furan.
Supervisor: Day, A. C. Sponsor: Not available
Qualification Name: Thesis (Ph.D.) Qualification Level: Doctoral
EThOS ID:  DOI: Not available
Keywords: Heterocyclic compounds ; Photochemistry