Synthesis of nickel(II) triazolenaphthalocyanine and related macrocycles

被引:20
作者
Nicolau, M [1 ]
Cabezón, B [1 ]
Torres, T [1 ]
机构
[1] Univ Autonoma Madrid, Dpto Quim Organ, E-28049 Madrid, Spain
关键词
D O I
10.1021/jo001039p
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The synthesis of novel monbenzotriazolephthalocyanines (3 - 6), low-symmetry phthalocyanine analogues, is described for the first time using a novel and simple stepwise strategy which involves the use of substituted naphthalodinitriles 8-11 and appropriately substituted three-unit compounds such as 7. Belonging to the same family, compound 1, which we have called triazolenaphthalocyanine, has been prepared by a statistical method from compound 2 and 3,5-diamino-1,2,4-triazole. Compound 1 shows a bathochromic shift of the Q-band in UV-vis spectrum due to the fusing of benzene rings to the triazolephthalocyanine core.
引用
收藏
页码:89 / 93
页数:5
相关论文
共 39 条
[31]   Triazolephthalocyanines:: synthesis, supramolecular organization and physical properties [J].
Nicolau, M ;
Cabezón, B ;
Torres, T .
COORDINATION CHEMISTRY REVIEWS, 1999, 190 :231-243
[32]  
NICOLAU M, 1999, THESIS U AUTONOMA MA
[33]   Synthesis of alkyl- and alkyloxy-substituted 2,3-naphthalocyanines [J].
Polley, R ;
Hanack, M .
JOURNAL OF ORGANIC CHEMISTRY, 1995, 60 (25) :8278-8282
[34]  
POLLEY R, 1995, THESIS U TUBINGEN
[35]  
Polley R, 1997, J PORPHYR PHTHALOCYA, V1, P169, DOI 10.1002/(SICI)1099-1409(199704)1:2<169::AID-JPP20>3.0.CO
[36]  
2-V
[37]   Noncentrosymmetric triazolephthalocyanines as second-order nonlinear optical materials [J].
Rojo, G ;
Agulló-López, F ;
Cabezón, B ;
Torres, T ;
Brasselet, S ;
Ledoux, I ;
Zyss, J .
JOURNAL OF PHYSICAL CHEMISTRY B, 2000, 104 (18) :4295-4299
[38]   Phthalocyanine-azacrown-fullerene multicomponent system:: Synthesis, photoinduced processes, and electrochemistry [J].
Sastre, A ;
Gouloumis, A ;
Vázquez, P ;
Torres, T ;
Doan, V ;
Schwartz, BJ ;
Wudl, F ;
Echegoyen, L ;
Rivera, J .
ORGANIC LETTERS, 1999, 1 (11) :1807-1810
[39]   Triazolephthalocyanine versus phthalocyanine nickel(II) and copper(II) complexes:: a thermogravimetric stability study [J].
Stefani, V ;
Cabezón, B ;
Denardin, ELG ;
Samios, D ;
Torres, T .
JOURNAL OF MATERIALS CHEMISTRY, 2000, 10 (09) :2187-2192