The annular tautomerism of 4(5)-phenylimidazole

被引：26

作者：

Claramunt, RM

Santa María, MD

Infantes, L

Cano, FH

Elguero, J

机构：

[1] Univ Nacl Educ Distancia, Fac Ciencias, Dept Quim Organ & Biol, E-28040 Madrid, Spain

[2] CSIC, Inst Quim Fis Rocasolano, Dept Cristalog, E-28006 Madrid, Spain

[3] CSIC, Ctr Quim Organ Manuel Lora Tamayo, Inst Quim Med, E-28006 Madrid, Spain

来源：

JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 2 | 2002年 / 03期

关键词：

D O I：

10.1039/b109079h

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A new polymorph of 4-phenylimidazole 1a has been characterised by X-ray crystallography. Both polymorphs present a secondary structure of chains, and the observed differences in the topology of their crystal packing are related to the conformational differences in the primary and secondary structural levels. NMR experiments (C-13 and N-15) reveal that tautomer 1a is the only one observed in the solid state, being also the most abundant in solution (80%) in agreement with high-level theoretical calculations which favour this tautomer over the 5-phenyl one. The results obtained for this compound are relevant for the structure of the related 4(5)-porphyrinylimidazole.

引用

页码：564 / 568

页数：5

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