Synthesis and crystal structure of core-modified benziporphyrin:: thia-p-benziporphyrin

被引:29
作者
Hung, CH [1 ]
Lin, CY
Lin, PY
Chen, YJ
机构
[1] Natl Changhua Univ Educ, Dept Chem, Changhua 50058, Taiwan
[2] Acad Sinica, Inst Chem, Taipei 115, Taiwan
关键词
porphyrinoid; benziporphyrin; carbaporphyrin;
D O I
10.1016/j.tetlet.2003.10.090
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The core-modified 5,20-phenyl-10,15-tolyl-thia-p-benziporphyrin (SBzP) can be prepared from the condensation of 1,4-bis(alpha-hydroxyl-benzyl)benzene with 5,10-ditolyl-16-thia-5,10,15,17-tetrahydrotripyrrin using BF3.OEt2 as catalyst. Spectroscopic studies suggest an aromatic macrocycle with a rapid flipping phenylene ring. SBzP exhibits a tilted phenylene ring and crystal packing shows dimeric structure with two SBzP rings linked by hydrogen bonding and pi-pi interaction. TFA acidified SBzPH(2)(2+) has a saddle-shaped dication porphyrin ring with two solvated trifluoroacetate and two solvated trifluoroacetic acid linked by hydrogen bondings. (C) 2003 Elsevier Ltd. All rights reserved.
引用
收藏
页码:129 / 132
页数:4
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