Nano-Supramolecular Assemblies Constructed from Water-Soluble Bis(calix[5]arenes) with Porphyrins and Their Photoinduced Electron Transfer Properties

被引:59
作者
Guo, Dong-Sheng [1 ]
Chen, Kun [1 ]
Zhang, Hong-Qing [1 ]
Liu, Yu [1 ]
机构
[1] Nankai Univ, Dept Chem, State Key Lab Elementoorgan Chem, Tianjin 300071, Peoples R China
关键词
calixarenes; electron transfer; inclusion compounds; porphyrin; supramolecular chemistry; COFACIAL BIS-PORPHYRINS; PI-PI STACKING; AQUEOUS-SOLUTION; ENERGY-TRANSFER; PHOTOPHYSICAL PROPERTIES; MOLECULAR RECOGNITION; NONCOVALENT SYNTHESIS; CATIONIC PORPHYRINS; SELECTIVE DETECTION; SELF-METALLIZATION;
D O I
10.1002/asia.200800410
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Possessing 2D netlike and ID linear morphologies, two nano-supramolecular architectures A1 and A2 are constructed by tetracationic porphyrin (G1) and dicationic porphyrin (G2), respectively, upon complexation with the novel water-soluble biso-7sulfonatocalix[5]arenes) bridged at the lower rim (H2). Corresponding to the molecular design, the aggregation morphologies are well manipulated by the inherent binding sites of the building blocks through host-guest interactions as well as charge interactions. In comparison to the simple p-sulfonatocalix[5]arene H1 which can only form particle-type complexes C1 and C2 with porphyrin guests, H2 provides excellent pre-organized structure to construct highly complex nano-supramolecular assemblies. The exhibited electron-transfer process of the supramolecular systems is further investigated by steady-state and time-resolved fluorescence spectroscopy, electrochemical measurements, and transient absorption spectroscopy. The results obtained show that calixarenes are also effective electron donors in PET besides acting as significant building blocks, which gives them many advantages in constructing well-ordered nanomaterials with the capability of electron and energy transport.
引用
收藏
页码:436 / 445
页数:10
相关论文
共 122 条
[1]   Fine tuning the production of nanosized β-carotene particles using spinning disk processing [J].
Anantachoke, Natthinee ;
Makha, Mohamed ;
Raston, Colin L. ;
Reutrakul, Vichai ;
Smith, Nigel C. ;
Saunders, Martin .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2006, 128 (42) :13847-13853
[2]   Building molecular wires from the colours of life: conjugated porphyrin oligomers [J].
Anderson, HL .
CHEMICAL COMMUNICATIONS, 1999, (23) :2323-2330
[3]  
[Anonymous], 2007, ANGEW CHEM, V119, P3183
[4]   Porphyrin capped with calix[4]arene derivative via hydrogen bonds [J].
Arai, S ;
Ohkawa, H ;
Ishihara, S ;
Shibue, T ;
Takeoka, S ;
Nishide, H .
BULLETIN OF THE CHEMICAL SOCIETY OF JAPAN, 2005, 78 (11) :2007-2013
[5]   A new water-soluble calix[4]arene ditopic receptor rigidified by microsolvation: Acid-base and inclusion properties [J].
Arena, G ;
Casnati, A ;
Mirone, L ;
Sciotto, D ;
Ungaro, R .
TETRAHEDRON LETTERS, 1997, 38 (11) :1999-2002
[6]   Water-soluble pentasulfonatocalix[5]arene: selective recognition of ditopic trimethylammonium cations by a triple non-covalent interaction [J].
Arena, G ;
Gentile, S ;
Gulino, FG ;
Sciotto, D ;
Sgarlata, C .
TETRAHEDRON LETTERS, 2004, 45 (38) :7091-7094
[7]  
Arena G, 1999, CHEM-EUR J, V5, P738
[8]   Entropic origin of the sulfonate groups' electrostatic assistance in the complexation of quaternary ammonium cations by water soluble calix[4]arenes [J].
Arena, G ;
Casnati, A ;
Contino, A ;
Gulino, FG ;
Sciotto, D ;
Ungaro, R .
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 2, 2000, (03) :419-423
[9]   A non-covalent assembly for electron transfer based on a calixarene-porphyrin conjugate: tweezers for a quinone [J].
Arimura, T ;
Ide, S ;
Sugihara, H ;
Murata, S ;
Sessler, JL .
NEW JOURNAL OF CHEMISTRY, 1999, 23 (10) :977-979
[10]   NEW WATER-SOLUBLE HOST CALIXARENES BEARING CHIRAL SUBSTITUENTS [J].
ARIMURA, T ;
KAWABATA, H ;
MATSUDA, T ;
MURAMATSU, T ;
SATOH, H ;
FUJIO, K ;
MANABE, O ;
SHINKAI, S .
JOURNAL OF ORGANIC CHEMISTRY, 1991, 56 (01) :301-306