First synthesis and electronic properties of ring-alkynylated phenothiazines

被引：51

作者：

Müller, TJJ ^{[1
]}

机构：

[1] Univ Munich, Inst Organ Chem, D-81377 Munich, Germany

来源：

TETRAHEDRON LETTERS | 1999年 / 40卷 / 36期

关键词：

D O I：

10.1016/S0040-4039(99)01402-1

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

3-mono- and 3,7-bis(alkynylated) phenothiazines 7 and 8 can be readily synthesized from the corresponding phenothiazinyl carbaldehydes. The monoalkynylated phenothiazines 7 are dimerized or cross-coupled to give highly fluorescent phenothiazinyl-terminated redox active dumbbells 9 and 10 that display large Stokes shifts. Compound 9 reveals a strong electronic coupling of the phenothiazinyl moieties according to cyclic voltammetry. (C) 1999 Elsevier Science Ltd. All rights reserved.

引用

页码：6563 / 6566

页数：4

共 33 条

[1] THIONINE COATED ELECTRODE FOR PHOTOGALVANIC CELLS [J].

ALBERY, WJ ;

FOULDS, AW ;

HALL, KJ ;

HILLMAN, AR ;

EGDELL, RG ;

ORCHARD, AF .

NATURE, 1979, 282 (5741) :793-797

[2] STRUCTURE, ELECTRICAL-CONDUCTIVITY AND DIELECTRIC-RELAXATION OF THE PHENOTHIAZINE-TETRACYANOETHENE 1-1 COMPLEX [J].

BERGES, P ;

KUDNIG, J ;

KLAR, G ;

MARTINEZ, ES ;

CALLEJA, RD .

SYNTHETIC METALS, 1992, 46 (02) :207-219

[3]

Bodea C, 1968, Adv Heterocycl Chem, V9, P321, DOI 10.1016/S0065-2725(08)60375-X

[4]

Brandsma L., 1988, PREPARATIVE ACETYLEN, V2nd, P212

[5] CHARGE-TRANSFER ACROSS OBLIQUE BISPORPHYRINS - 2-CENTER PHOTOACTIVE MOLECULES [J].

BRUN, AM ;

HARRIMAN, A ;

HEITZ, V ;

SAUVAGE, JP .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1991, 113 (23) :8657-8663

[6] INTERMEDIATES IN PULSE-RADIOLYSIS OF SOLUTIONS OF PHENOTHIAZINE AND ITS DERIVATIVES - REACTIONS OF CYCLOALKYLPEROXYL RADICALS WITH PHENOTHIAZINES [J].

BURROWS, HD ;

KEMP, TJ ;

WELBOURN, MJ .

JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 2, 1973, (07) :969-974

[7] AN ALDEHYDE OF THE PHENOTHIAZINE SERIES [J].

BUUHOI, NP ;

HOAN, N .

JOURNAL OF THE CHEMICAL SOCIETY, 1951, (JUL) :1834-1836

[8] RUTHENIUM AND OSMIUM COMPLEXES OF 2,2' - 6',2''-TERPYRIDINE COVALENTLY LINKED TO ELECTRON-ACCEPTOR AND ELECTRON-DONOR GROUPS [J].

COLLIN, JP ;

GUILLEREZ, S ;

SAUVAGE, JP .

JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1989, (12) :776-778

[9]

Corey E.J., 1972, TETRAHEDRON LETT, V36, P3769

[10] INDUCTION OF BREAKS IN DEOXYRIBONUCLEIC-ACID BY PHOTOEXCITED PROMAZINE DERIVATIVES [J].

DECUYPER, J ;

PIETTE, J ;

LOPEZ, M ;

MERVILLE, MP ;

VANDEVORST, A .

BIOCHEMICAL PHARMACOLOGY, 1984, 33 (24) :4025-4031

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