Phospholes with Reduced Pyramidal Character from Steric Crowding. 1. Synthesis and NMR Characterization of 1-(2,4-Di-tert-butyl-6-methylphenyl)-3-methylphosphole.

@article{Quin1996PhospholesWR,
  title={Phospholes with Reduced Pyramidal Character from Steric Crowding. 1. Synthesis and NMR Characterization of 1-(2,4-Di-tert-butyl-6-methylphenyl)-3-methylphosphole.},
  author={L. D. Quin and Gy{\"o}rgy Keglevich and Alexey S. Ionkin and Rajdeep Kalgutkar and G{\'a}bor Szalontai},
  journal={The Journal of organic chemistry},
  year={1996},
  volume={61 22},
  pages={7801-7807}
}
The sterically crowded 1-(2,4-di-tert-butyl-6-methylphenyl)-3-methylphosphole was synthesized by dehydrohalogenation of the corresponding 3,4-dibromophospholane, in order to probe the possibility that the steric congestion would cause some flattening of the phosphorus pyramid and an increase in electron delocalization. The phosphole was a recrystallizable solid with (31)P NMR delta 1.8. Semiempirical calculations indicated that the pyramidal shape was retained but was noticeably flatter than in… CONTINUE READING

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