Synthesis of extended porphyrins by connection of meso-aryl groups with β-pyrrolic positions

被引:51
作者
Pereira, Ana M. V. M. [1 ,2 ,3 ]
Richeter, Sebastien [1 ]
Jeandon, Christophe [1 ]
Gisselbrecht, Jean-Paul [1 ]
Wytko, Jennifer [1 ]
Ruppert, Romain [1 ]
机构
[1] Univ Strasbourg, CNRS, UMR 7177, Inst Chim, F-67000 Strasbourg, France
[2] Univ Aveiro, Dept Chem, P-3810193 Aveiro, Portugal
[3] Univ Aveiro, QOPNA, P-3810193 Aveiro, Portugal
关键词
extended porphyrinoids; meso-aryl groups; NIR-dyes; fused-aromatics; MASS-SPECTROMETRIC ANALYSIS; NEAR-IR ABSORPTION; INTRAMOLECULAR CYCLIZATION; FUSED PORPHYRINS; RING CONTRACTION; TETRAARYLPORPHYRINS; PHOTOSENSITIZERS; CHLORINS; NITROGEN; PORPHODIMETHENES;
D O I
10.1142/S1088424612300029
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
This review focuses on synthetic strategies leading to extended porphyrins, but is limited to examples in which at least one beta-pyrrolic carbon is linked to a meso-aryl substituent. Friedel-Crafts reactions are covered first because historically they were the first reactions employed to link beta-pyrrolic carbons with meso-aryl groups, thus creating new six-membered fused rings. Other reactions inserting heteroatoms follow. Direct cyclizations between an ortho-carbon and a beta-pyrrolic position are presented next. Finally, new highly extended chromophores are described. These compounds are generally obtained in two consecutive reactions. First a Suzuki coupling is used to introduce an aryl group in one or two meso positions. Then the new fused rings are generated by oxidative cyclizations.
引用
收藏
页码:464 / 478
页数:15
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