Phthalocyanines bearing bulky cycloalkylmethyl substituents on non-peripheral sites

被引：18
|
作者：
Cammidge, Andrew N. [1 ]
Tseng, Chiung-Hui [1 ]
Chambrier, Isabelle [1 ]
Hughes, David L. [1 ]
Cook, Michael J. [1 ]
机构：
[1] Univ E Anglia, Sch Chem, Norwich NR4 7TJ, Norfolk, England
来源：
TETRAHEDRON LETTERS | 2009年 / 50卷 / 37期
基金：
英国工程与自然科学研究理事会;
关键词：
Phthalocyanines; Cyclisation; Cross-coupling; Zinc reagents; ZINC;
D O I：
10.1016/j.tetlet.2009.07.016
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
Octasubstituted phthalocyanines bearing bulky (cyclopentyl)methyl- and (cyclohexyl)methyl-substituents in non-peripheral positions are prepared and characterised. The synthesis of the precursor phthalonitriles is achieved through nickel-catalysed cross-coupling employing alkylzinc reagents. In the case of the (cyclopentyl)methyl derivative the formal precursor is 5-hexenyl bromide which yields the cyclised material exclusively on formation of the zinc reagent and subsequent cross-coupling. (C) 2009 Elsevier Ltd. All rights reserved.
引用
收藏
页码：5254 / 5256
页数：3
相关论文
共 50 条
  • [1] Phthalocyanines with bulky substituents at non-peripheral positions - Synthesis and physico-chemical properties
    Tillo, Adam
    Stolarska, Magdalena
    Kryjewski, Michal
    Popenda, Lukasz
    Sobotta, Lukasz
    Jurga, Stefan
    Mielcarek, Jadwiga
    Goslinski, Tomasz
    [J]. DYES AND PIGMENTS, 2016, 127 : 110 - 115
  • [2] Vapor pressure of tetrasubstituted metal phthalocyanines bearing fluorine substituents in non-peripheral positions
    Bonegardt, Dmitry V.
    Trubin, Sergei V.
    Sukhikh, Aleksandr S.
    Klyamer, Darya D.
    Basova, Tamara V.
    [J]. JOURNAL OF PORPHYRINS AND PHTHALOCYANINES, 2024,
  • [3] Regioregular Phthalocyanines Substituted with Bulky Donors at Non-Peripheral Positions
    Yamamoto, Satoshi
    Kuribayashi, Kengo
    Murakami, Takuro N.
    Kwon, Eunsang
    Stillman, Martin J.
    Kobayashi, Nagao
    Segawa, Hiroshi
    Kimura, Mutsumi
    [J]. CHEMISTRY-A EUROPEAN JOURNAL, 2017, 23 (61) : 15446 - 15454
  • [4] Phthalocyanines with bromobenzenesulfanyl substituents at non-peripheral position: Preparation, photophysical and photochemical properties
    Atmaca, Goknur Yasa
    Yakan, Hasan
    Kutuk, Halil
    Nebioglu, Mehmet
    Guzel, Emre
    Erdogmus, Ali
    [J]. JOURNAL OF PORPHYRINS AND PHTHALOCYANINES, 2019, 23 (7-8) : 821 - 827
  • [5] Novel phthalocyanines bearing both quaternizable and bulky substituents
    Dincer, Hatice A.
    Koca, Atif
    Gul, Ahmet
    Kocak, M. Burkut
    [J]. DYES AND PIGMENTS, 2008, 76 (03) : 825 - 831
  • [6] Synthesis of aluminum phthalocyanines bearing bulky lipophilic substituents
    Decréau, R
    Chanon, M
    Julliard, M
    [J]. SYNTHETIC COMMUNICATIONS, 2000, 30 (11) : 2049 - 2056
  • [7] Role of the Bulky Aryloxy Group at the Non-Peripheral Position of Phthalocyanines for Dye Sensitized Solar Cells
    Tejerina, Lara
    Victoria Martinez-Diaz, M.
    Nazeeruddin, Mohammad K.
    Gratzel, Michael
    Torres, Tomas
    [J]. CHEMPLUSCHEM, 2017, 82 (01): : 132 - 135
  • [8] Effect of non-peripheral alkyloxy substituents on the structure and spectroscopic properties of metal-free phthalocyanines
    Lin, Mei-Jin
    Wang, Jun-Dong
    [J]. JOURNAL OF MOLECULAR STRUCTURE, 2007, 837 (1-3) : 284 - 289
  • [9] Cyclic voltammetry of non-peripheral thioaryl substituted phthalocyanines
    Sakamoto, Keiichi
    Furuya, Naoki
    Soga, Hisashi
    Yoshino, Satoru
    [J]. DYES AND PIGMENTS, 2013, 96 (02) : 430 - 434
  • [10] Selective metal sensor phthalocyanines bearing non-peripheral functionalities: Synthesis, spectroscopy, electrochemistry and spectroelectrochemistry
    Kandaz, Mehmet
    Yarasir, Meryem N.
    Koca, Atif
    [J]. POLYHEDRON, 2009, 28 (02) : 257 - 262
12345