The photolysis of cycloalkyl nitrites esters: The radical intermediates as studied by E.P.R..

Tetrahedron

Volumn 53, Issue 18, 1997, Pages 6401-6410

  Grossi, Loris ^a  

^a UNIVERSITY OF BOLOGNA   (Italy)

Author keywords

[No Author keywords available]

Indexed keywords

NITRITE; ORGANONITROGEN DERIVATIVE; RADICAL;

ARTICLE; ELECTRON SPIN RESONANCE; PHOTOLYSIS; PRIORITY JOURNAL; REACTION ANALYSIS;

EID: 0030942302     PISSN: 00404020     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0040-4020(97)00299-8     Document Type: Article

References (21)

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3. Aktar, M.: Some Recent Developments in the Photochemistry of Organic Nitrites and Hypohalites in Advances in Photochemistry Vol.2; Noyes, Jr. W. A.; Hammond, G. S.; Pitts, Jr. J. N. Eds.; John Wiley and Sons, Inc.: New York, 1964; pp.263-303.
4. Mackor, A.; Wajer, Th. A. J. W.; de Boer, Th. J.; van Woorst, J. D. W. Tetrahedron Lett. 1966, 215-2123.
5. Mackor, A.; Veenland, J. U.; de Boer, Th. J. Recl. Trav. Chim. Pays-Bas 1969, 88, 1249-1262
6. Mackor, A.; Wajer, Th. A. J. W. ; de Boer, Th. J.; van Woorst, J. D. W. Tetrahedron Lett. 1967, 385-390.
7. 2 to be formed (5%).
8. Kabasakalian, P.; Towley, E. R. J.Am.Chem.Soc. 1962, 84, 2724-2726.
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11. Beckwith, A. L. J.; Hay, B. P. J.Am.Chem.Soc. 1989, 111, 230-234; ibid, 2674-2681.
12. 10
13. The 4-hydroxycyclooctyl radical and the 4-hydroxycycloheptyl radical can react with the corresponding nitroso and nitrite compounds; the 4-hydroxycyclooctyl leads to the formation of radicals (9) and (10) in ratio 97:3, the 4-hydroxycycloheptyl to the formation of radicals (11) and (12) in ratio 90:10, as shown by the EPR spectra.
14. -4 M..
15. a) Baldwin, J. E. J.C.S. Chem. Comm. 1976, 734-736;
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17. (a) Kabasakalian, P.; Townley, E. R. J.Org.Chem. 1962, 27, 3562-3564;
18. (b) Nakazaki, M.; Naemura, K. Bull. Chem. Soc. Jpn. 1964, 37, 532-535.
19. Robinson, C. H.; Gnoj, O.; Mitchell, A.; Townley, E.; Kabasakalian, P.; Oliveto, P.E.; Barton, D. H. O. R., J. Am. Chem. Soc. 1961, 83, 1771-1772.
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