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The photo-Arbuzov rearrangement of dimethyl 9-anthrylmethyl phosphite and the photodimerization of the corresponding phosphonate

✍ Scribed by Worawan Bhanthumnavin; Srinivasan Ganapathy; Atta M. Arif; Wesley G. Bentrude

Publisher: John Wiley and Sons
Year: 1998
Tongue: English
Weight: 187 KB
Volume: 9
Category: Article
ISSN: 1042-7163
DOI: 10.1002/(sici)1098-1071(1998)9:2<155::aid-hc10>3.0.co;2-q

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✦ Synopsis

Upon irradiation, 9-anthrylmethyl phosphite (2) undergoes the photo-Arbuzov rearrangement to give the corresponding phosphonate 3. Prolonged irradiation led to the clean formation of the centrosymmetric, head to tail, [4 ‫ם‬ 4] photocycloaddition product 4 as indicated by X-ray crystallographic analysis. The same photodimer results on irradiation of phosphonate 3 itself in solution or in the solid phase.

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