[6.6](1,8)naphthalenophane containing 2,2′-bithienyl-5,5′-ylene bridges

被引：18

作者：

Iyoda, M ^{[1
]}

Nakao, K ^{[1
]}

Kondo, T ^{[1
]}

Kuwatani, Y ^{[1
]}

Yoshida, M ^{[1
]}

Matsuyama, H ^{[1
]}

Fukami, K ^{[1
]}

Nagase, S ^{[1
]}

机构：

[1] Tokyo Metropolitan Univ, Grad Sch Sci, Dept Chem, Tokyo 1920397, Japan

来源：

TETRAHEDRON LETTERS | 2001年 / 42卷 / 39期

关键词：

coupling reactions; cyclizations; cyclophanes; macrocycles; naphthalenes; thiophenes;

D O I：

10.1016/S0040-4039(01)01396-X

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Two isomeric 1,8-[1,8-naphthylenebis(2,2 ' -bithienyl-5,5 ' -ylene)] naphthalenes (major and minor isomers) were synthesized using the coupling reaction of 1,8-di(5-lithio-2-thienyl)naphthalene with CuCl2. The major isomer easily isomerized photochemically to yield the minor isomer. The redox and fluorescence behavior of the two isomers reflect both face-to-face interaction of the 2,2 ' -bithienyl-5,5 ' -ylene units and deformation of the naphthalene moieties. (C) 2001 Elsevier Science Ltd. All rights reserved.

引用

收藏

页码：6869 / 6872

页数：4

相关论文

共 37 条

[1] Donor-acceptor-substituted phenylethenyl bithiophenes:: Highly efficient and stable nonlinear optical chromophores [J].

Cai, CZ ;

Liakatas, I ;

Wong, MS ;

Bösch, M ;

Bosshard, C ;

Gunter, P ;

Concilio, S ;

Tirelli, N ;

Suter, UW .

ORGANIC LETTERS, 1999, 1 (11) :1847-1849

[2] PHOTOPHYSICS AND REVERSIBLE PHOTOCHEMISTRY OF 1,2-DIARYLETHYLENES CONTAINING PERYLENYL OR BIPHENYLENYL AS AN ARYL GROUP [J].

CASTEL, N ;

FISCHER, E ;

STRAUCH, M ;

NIEMEYER, M ;

LUTTKE, W .

JOURNAL OF PHOTOCHEMISTRY AND PHOTOBIOLOGY A-CHEMISTRY, 1991, 57 (1-3) :301-315

[3] ARENE SYNTHESIS BY EXTRUSION REACTION .12. CHEMISTRY OF DIBENZO[2.2]PARACYCLOPHANE AND ITS RELATED-COMPOUNDS - EVIDENCE FOR THE EXISTENCE OF A CYCLOPHYNE INTERMEDIATE [J].

CHAN, CW ;

WONG, HNC .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1988, 110 (02) :462-469

[4] ARENE SYNTHESIS BY EXTRUSION REACTION .8. SYNTHESIS OF 1,2-7,8-DIBENZO[2.2]PARACYCLOPHANE AND 1,2-BENZO-7,8-NAPHTHO[2.2]PARACYCLOPHANE [J].

CHAN, CW ;

WONG, HNC .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1985, 107 (16) :4790-4791

[5] Synthesis and electrochemical properties of new star-shaped thiophene oligomers and their polymers [J].

Cherioux, F ;

Guyard, L ;

Audebert, P .

CHEMICAL COMMUNICATIONS, 1998, (20) :2225-2226

[6] HOST GUEST COMPLEXATION .35. SPHERANDS, THE 1ST COMPLETELY PREORGANIZED LIGAND SYSTEMS [J].

CRAM, DJ ;

KANEDA, T ;

HELGESON, RC ;

BROWN, SB ;

KNOBLER, CB ;

MAVERICK, E ;

TRUEBLOOD, KN .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1985, 107 (12) :3645-3657

[7]

DIEDERICH F., 1991, CYCLOPHANES MONOGRAP

[8] PICOSECOND SPECTROSCOPY OF ELECTRONICALLY EXCITED SINGLET-STATES IN BIPHENYLENE [J].

ELSAESSER, T ;

LARMER, F ;

KAISER, W ;

DICK, B ;

NIEMEYER, M ;

LUTTKE, W .

CHEMICAL PHYSICS, 1988, 126 (2-3) :405-416

[9]

Frigoli M, 2000, HELV CHIM ACTA, V83, P3043, DOI 10.1002/1522-2675(20001108)83:11<3043::AID-HLCA3043>3.0.CO

[10]

2-Z

← 1 2 3 4 →