Synthetic approaches to asymmetric phthalocyanines and their analogues

被引:69
作者
Nemykin, Victor N. [1 ]
Dudkin, Semyon V. [1 ]
Dumoulin, Fabienne [2 ]
Hirel, Catherine [2 ]
Gurek, Ayse Gul [2 ]
Ahsen, Vefa [2 ]
机构
[1] Univ Minnesota, Dept Chem & Biochem, 1039 Univ Dr, Duluth, MN 55812 USA
[2] Gebze Inst Technol, Dept Chem, TR-41400 Gebze, Kocaeli, Turkey
基金
美国国家科学基金会;
关键词
Asymmetric phthalocyanines and their analogues; subphthalocyanine; substituted phthalonitriles; synthesis; DIELS-ALDER REACTIONS; DONOR-ACCEPTOR PHTHALOCYANINE; NONLINEAR-OPTICAL PROPERTIES; SPECTROSCOPIC PROPERTIES; ELECTROCHEMICAL PROPERTIES; BINUCLEAR PHTHALOCYANINES; PHOTODYNAMIC THERAPY; SECO-PORPHYRAZINES; UNSYMMETRICAL PHTHALOCYANINE; ZINC PHTHALOCYANINE;
D O I
10.3998/ark.5550190.p008.412
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
This review summarizes synthetic strategies for the preparation of asymmetric phthalocyanines and their analogues. Cross-condensation between two phthalonitrile components, cross-condensation between one phthalonitrile and one non-nitrile component, targeted synthesis of AABB-type compounds, the subphthalocyanine ring-expansion method, as well as post-modification approaches on pre-formed symmetric and asymmetric systems, are discussed. Methodologies for targeted preparation of specific types of asymmetric phthalocyanines and their analogues are also briefly overviewed.
引用
收藏
页码:142 / 204
页数:63
相关论文
共 295 条
[1]  
Agirtas MS, 2001, INDIAN J CHEM B, V40, P1236
[2]   Porpholactams and chlorolactams: replacement of a β,β′-double bond in meso-tetraphenyl-porphyrin and -chlorin by a lactam moiety [J].
Akhigbe, Joshua ;
Haskoor, John ;
Zeller, Matthias ;
Brueckner, Christian .
CHEMICAL COMMUNICATIONS, 2011, 47 (30) :8599-8601
[3]   Oxazolochlorins. 2. Intramolecular Cannizzaro Reaction of meso-Tetraphenylsecochlorin Bisaldehyde [J].
Akhigbe, Joshua ;
Ryppa, Claudia ;
Zeller, Matthias ;
Bruckner, Christian .
JOURNAL OF ORGANIC CHEMISTRY, 2009, 74 (14) :4927-4933
[4]   Synthesis of highly unsymmetrical phthalocyanines [J].
Ali, H ;
Sim, SK ;
van Lier, JE .
JOURNAL OF CHEMICAL RESEARCH-S, 1999, (08) :496-497
[5]   Synthesis of monofunctionalised phthalocyanines using palladium catalysed cross-coupling reactions [J].
Ali, H ;
vanLier, JE .
TETRAHEDRON LETTERS, 1997, 38 (07) :1157-1160
[6]   Functionalization of sulfophthalocyanines in aqueous medium by palladium-catalyzed cross-coupling reactions [J].
Ali, Hasrat ;
St-Jean, Olivier ;
Tremblay-Morin, Jean-Philip ;
van Lier, Johan E. .
TETRAHEDRON LETTERS, 2006, 47 (47) :8275-8278
[7]   Rhodium-catalyzed modification of phthalocyanines [J].
Ali, Hasrat ;
van Lier, Johan E. .
TETRAHEDRON LETTERS, 2013, 54 (23) :2956-2959
[8]  
Ali H, 2010, HANDB PORPHYR SCI, V4, P1
[9]   Phthalocyanine-Peptide Conjugates via Palladium-Catalyzed Cross-Coupling Reactions [J].
Ali, Hasrat ;
Ait-Mohand, Samia ;
Gosselin, Simon ;
van Lier, Johan E. ;
Guerin, Brigitte .
JOURNAL OF ORGANIC CHEMISTRY, 2011, 76 (06) :1887-1890
[10]   Synthesis and properties of C-C conjugated phthalocyanine dimers [J].
Ali, Hasrat ;
Baillargeon, Pierre ;
van Lier, Johan E. .
TETRAHEDRON LETTERS, 2008, 49 (51) :7253-7255