- Synthesis and isomerization of arene oxide metabolites of phenanthrene, triphenylene, dibenz[a,c]anthracene and dibenz[a,h]anthracene
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Dibenz[a,h]anthracene 3,4-oxide 5ARS, synthesised from the enantiopure dibromoMTPA precursor 9ARRS*, was found to have totally racemized and to be accompanied by benz[5,6]anthra[1,2-b]oxepine 11A. Phenanthrene 3,4-oxide 5BRS/su
- Balani,Brannigan,Boyd,Sharma,Hempenstall,Smith
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p. 1091 - 1097
(2007/10/03)
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- Synthesis and Spontaneous Racemization of Benzanthracene 3,4-Oxide: Photochemical Oxygen-walk Rearrangements of Arene Oxides of Benzanthracene and Triphenylene to Yield Oxepines
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Benzanthracene 3,4-oxide 2, when synthesised from optically pure dibromo ester precursors, was found to have racemized spontaneously and was accompanied by anthraoxepine 14.Photoisomerization of benzanthracene 3,4-oxide 2, triphenylene 1,2-oxide 4 and benzanthracene 1,2-oxide 5 proceeds via an oxygen-walk mechanism to yield anthraoxepine 14, phenanthrooxepine 16 and anthraoxepine 17 respectively.
- Boyd, Derek R.,Sharma, Narain D.,Agarwal, Shiv K.,Gadaginamath, Guru S.,O'Kane, Gerard A.,et al.
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p. 423 - 430
(2007/10/02)
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- Synthesis of Triphenylene 1,2-Oxide (1,2-Epoxy-1,2-dihydrophenylene) and Absolute Configuration of the trans-1,2-Dihydro Diol Metabolite of Triphenylene. Crystal Structure of (-)-(1R,2R)-trans-2-Bromo-1-menthyloxyacetoxy-1,2,3,4-tetrahydrotriphenylene
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The synthesis of triphenylene 1,2-oxide (1,2-epoxy-1,2-dihydrotriphenylene) (2) from both racemic and optically pure precursors is reported.Racemic triphenylene 1,2-oxide (2) was obtained in each case, in accord with PMO calculations which predict rapid r
- Boyd, Derek R.,Kennedy, Deirdre A.,Malone, John F.,O'Kaine, Gerard A.
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p. 369 - 376
(2007/10/02)
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