Crystal structure of a spirophosphonium compound, C24H18ClN2P,CH3OH

Jenkins, R. N.; Freedman, Leon D.; Bordner, Jon

doi:10.1007/bf01237433

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F Electrophilic Additions and Cyclizations1

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1977

1988

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“…Salt 311 gave correct elemental analysis and displayed a base peak at m/e 364 (M -HCI) in its mass spectrum. Support for the spiro structure 311 was obtained by x-ray diffraction studies which showed unusual bond orders.187 188 In particular, the data revealed short bond distances for C-N (1.37-1.38 Á) and C-P (1.77 Á) which implied extensive electron delocalization in the central rings. Supplementary evidence for aromatic character in the central rings was found in 31P NMR analysis which revealed a phosphorus signal at +21 ppm (TFA or (CH3)2SO) as compared with expected values -20 to -30 ppm shown by simple phosphonium salts.…”

Section: F Electrophilic Additions and Cyclizationsmentioning

confidence: 96%