Cerium-promoted formation of metal-free phthalocyanines

被引：28

作者：

Lee, CH ^{[1
]}

Ng, DKP ^{[1
]}

机构：

[1] Chinese Univ Hong Kong, Dept Chem, Sha Tin, Hong Kong, Peoples R China

来源：

TETRAHEDRON LETTERS | 2002年 / 43卷 / 23期

关键词：

phthalocyanines; cerium(III) compounds; cyclization;

D O I：

10.1016/S0040-4039(02)00756-6

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Treatment of phthalonitriles with 6 mol% Of CeCl3 or Ce(acac)(3) (acac = acetylacetonate) in refluxing 1-pentanol affords the corresponding metal-free phthalocyanines in moderate yields. This non-alkaline pathway is complementary to the base-promoted cyclization methods which are commonly employed in the synthesis of phthalocyanines. Addition of 1,8-diazabicyclo[5.4.0]undec-7-ene (DBU) greatly shortens the reaction time and increases the yield of these reactions. (C) 2002 Elsevier Science Ltd. All rights reserved.

引用

页码：4211 / 4214

页数：4

共 27 条

[1] Metal complexes as photo- and radiosensitizers [J].

Ali, H ;

van Lier, JE .

CHEMICAL REVIEWS, 1999, 99 (09) :2379-2450

[2] Current status of phthalocyanines in the photodynamic therapy of cancer [J].

Allen, CM ;

Sharman, WM ;

Van Lier, JE .

JOURNAL OF PORPHYRINS AND PHTHALOCYANINES, 2001, 5 (02) :161-169

[3] New air-stable n-channel organic thin film transistors [J].

Bao, ZA ;

Lovinger, AJ ;

Brown, J .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1998, 120 (01) :207-208

[4] Highly ordered vacuum-deposited thin films of metallophthalocyanines and their applications in field-effect transistors [J].

Bao, ZN ;

Lovinger, AJ ;

Dodabalapur, A .

ADVANCED MATERIALS, 1997, 9 (01) :42-&

[5]

Birkett D, 2000, CHEM IND-LONDON, P178

[6]

Brach P.J., 1970, J HETEROCYCLIC CHEM, V7, P1403

[7] COLOR AND CONSTITUTION RELATIONSHIP IN ORGANIC PIGMENTS .4. SUBSTITUENT EFFECTS IN PHTHALOCYANINES [J].

CHRISTIE, RM ;

FREER, BG .

DYES AND PIGMENTS, 1994, 24 (04) :259-266

[8] OCTA-ALKOXY PHTHALOCYANINE AND NAPHTHALOCYANINE DERIVATIVES - DYES WITH Q-BAND ABSORPTION IN THE FAR RED OR NEAR-INFRARED [J].

COOK, MJ ;

DUNN, AJ ;

HOWE, SD ;

THOMSON, AJ ;

HARRISON, KJ .

JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1988, (08) :2453-2458

[9]

Dini D, 2001, EUR J ORG CHEM, V2001, P3759

[10] PHTHALOCYANINE GLASSES [J].

GEORGE, RD ;

SNOW, AW .

CHEMISTRY OF MATERIALS, 1994, 6 (10) :1587-1588

← 1 2 3 →