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ChemInform Abstract: Photo-Arbuzov Rearrangement of Dimethyl 9-Anthrylmethyl Phosphite and the Photodimerization of the Corresponding Phosphonate.

✍ Scribed by W. BHANTHUMNAVIN; S. GANAPATHY; A. M. ARIF; W. G. BENTRUDE

Publisher: John Wiley and Sons
Year: 2010
Weight: 30 KB
Volume: 29
Category: Article
ISSN: 0931-7597
DOI: 10.1002/chin.199826211

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✦ Synopsis

Photo-Arbuzov Rearrangement of Dimethyl 9-Anthrylmethyl Phosphite and the Photodimerization of the Corresponding Phosphonate.

-Upon irradiation, 9-anthrylmethyl phosphite (I) efficiently undergoes the photo-Arbuzov rearrangement to give the corresponding phosphonate (II). Further irradiation of (II) in solution or in the solid phase leads to the clean formation of the centrosymmetric, head to tail, [4+4] photocycloaddition product (III) as indicated by X-ray crystallographic analysis. The photodimerization is thermally reversible.

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