Atropisomerism and conformational aspects of meso-tetraarylporphyrins and related compounds

被引:35
|
作者
Tome, Augusto C. [1 ,2 ]
Silva, Artur M. S. [1 ,2 ]
Alkorta, Ibon [3 ]
Elguero, Jose [3 ]
机构
[1] Univ Aveiro, Dept Chem, P-3810193 Aveiro, Portugal
[2] Univ Aveiro, QOPNA, P-3810193 Aveiro, Portugal
[3] CSIC, Inst Quim Med, Madrid 28006, Spain
关键词
atropisomers; atropisomerism; picket fence; restricted rotation; porphyrins; corroles; phthalocyanines; PICKET-FENCE PORPHYRINS; RAY CRYSTAL-STRUCTURE; FACES HINDERED PORPHYRINS; CAMBRIDGE STRUCTURAL DATABASE; PHENYL RING ROTATION; 4 AZOLE SUBSTITUENTS; N-H TAUTOMERIZATION; ACTIVE-SITE MODELS; SPECTROSCOPIC CHARACTERIZATION; CHIRAL PORPHYRINS;
D O I
10.1142/S1088424611002994
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
This review provides a comprehensive description of the atropisomerism of meso-di-and tetraarylporphyrins with substituents in ortho-positions of the aryl ring, as well as in corroles and in conveniently substituted phthalocyanines. Different methods of study were examined: X-ray crystallography, NMR spectroscopy (both static and dynamic aspects), classical kinetics, HPLC and theoretical calculations. Then the four atropisomers, the tautomerism of the inner protons, the 'picket fence' concept, conformationally restricted meso-tetraarylporphyrins and the influence of the metal on the conformation were discussed based on 250 references.
引用
收藏
页码:1 / 28
页数:28
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