3-[4-Phenoxyphenyl]pyrazole (Hpzpp) and 3-[4-butoxyphenyl]pyrazole (Hpzbp) in rhodium chemistry crystal structures of 3-[4-phenoxyphenyl]pyrazole, and [Rh(μ-pzbp)(COD)]2

作者: M. Cano , J.V. Heras , M. Maeso , M. Alvaro , R. Fernández

DOI: 10.1016/S0022-328X(96)06890-8

关键词: PyrazoleStereochemistryAlkoxy groupChemistryCrystal structureMedicinal chemistrySteric effectsProton NMRStereoisomerismRhodiumConformational isomerism

摘要: Abstract The novel pyrazoles containing 3-[4-phenoxyphenyl] (pp) and 3-[4-butoxyphenyl] (bp) substituents, Hpzpp Hpzbp, have been synthetized characterized, the crystalline structure of 3-[4-phenoxiphenyl]pyrazole (Hpzpp) is also reported. Rh(I) compounds [Rh(Cl)(HpzR)(LL)] [Rh(μ-pzR)(LL)]2 (LL = NBD, COD, 2CO; R pp, bp) prepared in order to explore influence alkoxy- or aryloxyphenyl substituents on pyrazol ring some features such as presence dynamic processes preference determined isomers complexes. molecular structures complexes studied by IR 1H 13C NMR spectroscopies. spectra indicate that a metallotropic equilibrium only depends steric characteristics ancillary ligands. On other hand, [Rh(μ-pzR)(CO)2]2 (R are formed mixture head-to-head (H-H) head-to-tail (H-T) configurational isomers. By contrast, COD; obtained one isomer both solid state solution. [ Rh ( μ − pz pp ) COD ] 2 ⋅ 1 CH C1 [Rh(μ-pzbp)(COD)]2 solved, showing H-T cases. show ortho protons C6H4 group considerably deshielded. Furthermore, X-ray an Rh-H(ortho) distance ca. 2.7 A, characteristic weak preagostic interaction.

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