Novel, terpyrrole-containing, aromatic expanded porphyrins

被引：30

作者：

Sessler, JL ^{[1
]}

Seidel, D ^{[1
]}

Bucher, C ^{[1
]}

Lynch, V ^{[1
]}

机构：

[1] Univ Texas, Dept Chem & Biochem, Inst Mol & Cellular Biol, Austin, TX 78712 USA

来源：

TETRAHEDRON | 2001年 / 57卷 / 17期

关键词：

macrocycles; porphyrin; aromaticity;

D O I：

10.1016/S0040-4020(01)00243-5

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The: synthesis and characterization of two expanded porphyrins, namely 18,23-diphenyl-2,3,6,7,10,11-hexamethyl-[26]hexaphyrin(1.1.1.1.0.0) and 18-mesityl-2,3,6,7,10,11-hexamethyl-[22]pentaphyrin(l,1.1.0.0) is described. Their common feature is a terpyrrolic subunit that is connected to a pyrrane building block. Both compounds display aromaticity and are stable in their respective protonated and free-base forms. (C) 2001 Elsevier Science Ltd. All rights reserved.

引用

页码：3743 / 3752

页数：10

共 31 条

[1] OCTAPHYRIN-(1.0.1.0.1.0.1.0) [J].

BRORING, M ;

JENDRNY, J ;

ZANDER, L ;

SCHMICKLER, H ;

LEX, J ;

WU, YD ;

NENDEL, M ;

CHEN, JG ;

PLATTNER, DA ;

HOUK, KN ;

VOGEL, E .

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 1995, 34 (22) :2515-2517

[2] 5,10-Diphenyltripyrrane, a useful building block for the synthesis of meso-phenyl substituted expanded macrocycles [J].

Bruckner, C ;

Sternberg, ED ;

Boyle, RW ;

Dolphin, D .

CHEMICAL COMMUNICATIONS, 1997, (17) :1689-1690

[3] Novel synthesis of hybrid calixphyrin macrocycles [J].

Bucher, C ;

Seidel, D ;

Lynch, V ;

Král, V ;

Sessler, JL .

ORGANIC LETTERS, 2000, 2 (20) :3103-3106

[4] 5,10,15,20-TETRAPHENYLSAPPHYRIN - IDENTIFICATION OF A PENTAPYRROLIC EXPANDED PORPHYRIN IN THE ROTHEMUND SYNTHESIS [J].

CHMIELEWSKI, PJ ;

LATOSGRAZYNSKI, L ;

RACHLEWICZ, K .

CHEMISTRY-A EUROPEAN JOURNAL, 1995, 1 (01) :68-73

[5] Selective synthesis of asymmetrically substituted 5,15-diphenylporphyrins [J].

Clarke, OJ ;

Boyle, RW .

TETRAHEDRON LETTERS, 1998, 39 (39) :7167-7168

[6] ORTEP-3 for Windows - a version of ORTEP-III with a Graphical User Interface (GUI) [J].

Journal of Applied Crystallography, 1997, 30 (pt 5)

[7]

GOSSAUER A, 1983, CHIMIA, V37, P341

[8] Expanded porphyrins and their heterologs [J].

Jasat, A ;

Dolphin, D .

CHEMICAL REVIEWS, 1997, 97 (06) :2267-2340

[9]

Lament B, 1999, CHEM-EUR J, V5, P3039, DOI 10.1002/(SICI)1521-3765(19991001)5:10<3039::AID-CHEM3039>3.0.CO

[10]

2-3

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