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 β«Χβ¬ 4] photocycloaddition product 4 as indicated by X-ray crystallographic anal
Generation and the ambident character of 9-anthrylmethyl carbanions
β Scribed by T.A. Engler; H. Shechter
- Book ID
- 104220064
- Publisher
- Elsevier Science
- Year
- 1983
- Tongue
- French
- Weight
- 282 KB
- Volume
- 24
- Category
- Article
- ISSN
- 0040-4039
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β¦ Synopsis
9_Methoxymethylanthracene, 9-trimethylsilylmethylanthracene and 9-thiomethoxymethylanthracene are converted by butyllithium reagents to a-methoxy-9-anthrylmethyl, atrimethylsilyl-9-anthrylmethyl and 9-anthrylmethyl carbanions, respectively, which react at their C-10 and C-11 positions with appropriate electrophiles.
π SIMILAR VOLUMES
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