Novel photo-fragmentation of 3,3,6,6-tetra(p-methoxyphenyl)-1,2-dioxane through a C-O bond cleaved 1,6-diradical intermediate

Tetrahedron Letters

Volumn 37, Issue 45, 1996, Pages 8181-8184

  Kamata, Masaki ^a   Tanaka, Takehito ^a   Kato, Mitsuaki ^a  

^a NIIGATA UNIVERSITY   (Japan)

Author keywords

[No Author keywords available]

Indexed keywords

DIOXANE DERIVATIVE; KETONE;

ARTICLE; DRUG DEGRADATION; DRUG SYNTHESIS; PHOTODEGRADATION; TEMPERATURE;

EID: 0030569402     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/0040-4039(96)01855-2     Document Type: Article

References (26)

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18. 8b
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20. -1 for 1 b, respectively.
21. 3) δ 39.62 (t), 55.17 (q), 55.38 (q), 113.34 (d), 113.58 (d), 113.65 (d), 119.51 (d), 128.58 (d), 129.64 (s), 130.48 (d), 130.92 (d), 132.02 (s), 135.14 (s), 143.39 (s), 158.72 (s), 158.90 (s), 163.36 (s), 196.93 (s).
22. 12 were determined by their authentic spectral data.
23. 12. Bergmann, F.; Szmuszkowicz, J.; Dimant, E. J. Am. Chem. Soc. 1949, 71, 2968-2969.
24. 13. We have found that 1,3-diaryl-3-hydroxypropanone p-methoxyphenyl ethers similar to 8 are obtained in the photolysis of 3-(p-methoxyphenyl)-3,5-diaryl-1,2-dioxolanes. The details will be reported elsewhere.
25. 14. Courtneidge, J. L. J. Chem. Soc., Chem. Commun. 1992, 381-383.
26. 3) δ 33.59 (t), 34.36 (t), 55.10 (q), 55.30 (q), 62.37 (s), 112.94 (d), 113.50 (d), 128.18 (d), 128.75 (d), 129.61 (d), 129.95 (s), 130.16 (d), 131.12 (s), 137.08 (d), 137.27 (s), 157.98 (s), 163.25 (s), 198.46 (s).