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
收藏
页码：4211 / 4214
页数：4
相关论文
共 27 条
  • [1] Metal complexes as photo- and radiosensitizers
    Ali, H
    van Lier, JE
    [J]. CHEMICAL REVIEWS, 1999, 99 (09) : 2379 - 2450
  • [2] Current status of phthalocyanines in the photodynamic therapy of cancer
    Allen, CM
    Sharman, WM
    Van Lier, JE
    [J]. JOURNAL OF PORPHYRINS AND PHTHALOCYANINES, 2001, 5 (02) : 161 - 169
  • [3] New air-stable n-channel organic thin film transistors
    Bao, ZA
    Lovinger, AJ
    Brown, J
    [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
    Bao, ZN
    Lovinger, AJ
    Dodabalapur, A
    [J]. 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
    CHRISTIE, RM
    FREER, BG
    [J]. 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
    COOK, MJ
    DUNN, AJ
    HOWE, SD
    THOMSON, AJ
    HARRISON, KJ
    [J]. 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
    GEORGE, RD
    SNOW, AW
    [J]. CHEMISTRY OF MATERIALS, 1994, 6 (10) : 1587 - 1588
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