J. Tanski, G. Parkin
Jul 1, 2002
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0
Influential Citations
2
Citations
Journal
Journal of Chemical Crystallography
Abstract
Abstract2,5-Di(2,4-xylyl)pyrrole, $$[{\text{pyr}}^{{\text{2,5 - Xy1}}_{\text{2}} } ]$$ H, has been synthesized by reaction of the diketone [XylC(O)CH2]2 with NH4OAc in AcOH; the diketone itself is obtained by condensation of XylC(O)Me with XylC(O)CH2Br in the presence of Ti(OPri)4. The molecular structures of both $$[{\text{pyr}}^{{\text{2,5 - Ph}}_{\text{2}} } ]$$ H and $$[{\text{pyr}}^{{\text{2,5 - Xy1}}_{\text{2}} } ]$$ H have been determined by single crystal X-ray diffraction, thereby demonstrating that an ortho methyl substituent increases the dihedral angle between the aryl and pyrrolyl groups from 14.5° in $$[{\text{pyr}}^{{\text{2,5 - Ph}}_{\text{2}} } ]$$ H to 24.1° in $$[{\text{pyr}}^{{\text{2,5 - Xy1}}_{\text{2}} } ]$$ H.