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- W1985296475 abstract "The reaction of salicylic acid with phosphorus trichloride furnished the previously known 2-chloro-5,6-benzo-1,3,2-dioxaphosphorinan-4-one heterocycle 1 which was unambiguously characterized, for the first time, by NMR spectroscopy and mass spectrometry. The fluorine and bromine analogues of 1, 2 and 3 were synthesized from 1, using exchange reactions. The iodo derivative, 4, owing to its instability, could be identified only in the reaction mixture by 1 H and 31 P NMR spectroscopy. The amine derivatives 5-8 were obtained from 1 using standard exchange reactions, either with silylated amines or with secondary amines in the presence of base. There was no evidence by 1 H NMR spectroscopy for intramolecular Me 2 N→P coordination in 6. The 31 P NMR investigation of 7 revealed the presence of two rotational isomers, presumably as a result of steric hindrance at the P–N bond by the methyl substituent of the piperidine group. The reaction of 6 with methyl iodide led to methylation at the nitrogen atom of the Me 2 N group, producing the ammonium iodide, 9. The reactions of 5,6 and 8 with norbornadiene tetracarbonyl molybdenum failed to furnish isolable products." @default.
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- W1985296475 date "1993-07-01" @default.
- W1985296475 modified "2023-09-27" @default.
- W1985296475 title "Das 2-Halogen-5,6-benzo-1,3,2-dioxaphosphorinan-4-on-Ringsystem / The 2-Halogeno-5,6-benzo-1,3,2-dioxaphosphorinan-4-one Ring System" @default.
- W1985296475 doi "https://doi.org/10.1515/znb-1993-0703" @default.
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