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1993[X]
1Author    Rainer Gast, ThomasK. Aukorat, Ion Neda, Reinhard SchmutzlerRequires cookie*
 Title    Das 2-Halogen-5,6-benzo-1,3>2-dioxaphosphorinan-4-on-Ringsystem The 2-Halogeno-5,6-benzo-l,3,2-dioxaphosphorinan-4-one Ring System  
 Abstract    The reaction of salicylic acid with phosphorus trichloride furnished the previously known 2-chloro-5,6-benzo-l,3,2-dioxaphosphorinan-4-one heterocycle 1 which was unambiguously characterized, for the first time, by N M R 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 'H and 31P N M R spectroscopy. The amine derivatives 5 -8 were obtained from 1 using stand­ ard exchange reactions, either with silylated amines or with secondary amines in the presence of base. There was no evidence by 'H N M R spectroscopy for intram olecular M e ,N -»P coordi­ nation in 6. The 31P N M R investigation of 7 revealed the presence o f 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 m ethylation at the nitrogen atom of the Me2N group, producing the ammonium iodide, 9. The reactions o f 5, 6 and 8 with nor-bornadiene tetracarbonyl molybdenum failed to furnish isolable products. 
  Reference    Z. Naturforsch. 48b, 867—874 (1993); eingegangen am 2. September 1992 
  Published    1993 
  Keywords    5, 6-Benzo-l, 3, 2-dioxaphosphorinan-4-one Derivatives, Halogen Substitution, Dialkylamino Substituents, R otational Isomers 
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 TEI-XML for    default:Reihe_B/48/ZNB-1993-48b-0867.pdf 
 Identifier    ZNB-1993-48b-0867 
 Volume    48