Chemistry of naphthalene diimides

被引:741
作者
Bhosale, Sheshanath V. [1 ]
Jani, Chintan H. [1 ,2 ]
Langford, Steven J. [1 ]
机构
[1] Monash Univ, Sch Chem, Clayton, Vic 3168, Australia
[2] Monash Univ, CRC Smartprint, Clayton, Vic 3168, Australia
关键词
D O I
10.1039/b615857a
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
This tutorial review surveys recent developments in the chemistry of naphthalene diimides (NDIs) and explores their application in the fields of material and supramolecular science. It begins with a discussion of their general uses, methods of syntheses and their electronic and spectroscopic properties. Of interest to their application in the fields of conducting thin films and molecular sensors is the structure-function relationships that exist either as co-components of supramolecular ensembles as in the case of "nanotubes'', or as the sole components in molecular wires. Also discussed are advances in NDI research within the areas of energy and electron transfer (covalent and non-covalent systems) and in host-guest chemistry including foldamer, mechanically-interlocked and ligand-gated ion channel examples. Finally, we explore the developments in the recent field of core-substituted NDIs, their photophysical properties and applications in artificial photosynthesis. We conclude with our views on the prospects of NDIs for future research endeavours.
引用
收藏
页码:331 / 342
页数:12
相关论文
共 51 条
[1]   Interlocked and intertwined structures and superstructures [J].
Amabilino, DB ;
Stoddart, JF .
CHEMICAL REVIEWS, 1995, 95 (08) :2725-2828
[2]   Spectroscopy of naphthalene diimides and their anion radicals [J].
Andric, G ;
Boas, JF ;
Bond, AM ;
Fallon, GD ;
Ghiggino, KP ;
Hogan, CF ;
Hutchison, JA ;
Lee, MAP ;
Langford, SJ ;
Pilbrow, JR ;
Troup, GJ ;
Woodward, CP .
AUSTRALIAN JOURNAL OF CHEMISTRY, 2004, 57 (10) :1011-1019
[3]   Molecular meccano : Part 50 : Diazapyrenium-containing catenanes and rotaxanes [J].
Ashton, PR ;
Boyd, SE ;
Brindle, A ;
Langford, SJ ;
Menzer, S ;
Pérez-Garcia, L ;
Preece, JA ;
Raymo, FM ;
Spencer, N ;
Stoddart, JF ;
White, AJP ;
Williams, DJ .
NEW JOURNAL OF CHEMISTRY, 1999, 23 (06) :587-602
[4]  
Balzani V., 2003, Molecular Devices and Machines, a Journey into the Nanoworld
[5]   ELECTROCHEMICAL AND INFRARED-SPECTROSCOPIC CHARACTERIZATION OF REDOX REACTIONS OF P-QUINONES [J].
BAUSCHER, M ;
MANTELE, W .
JOURNAL OF PHYSICAL CHEMISTRY, 1992, 96 (26) :11101-11108
[6]  
BESSONOV MY, 1987, POLYIMIDES
[7]   Photoproduction of proton gradients with π-stacked fluorophore scaffolds in lipid bilayers [J].
Bhosale, Sheshanath ;
Sisson, Adam L. ;
Talukdar, Pinaki ;
Fuerstenberg, Alexandre ;
Banerji, Natalie ;
Vauthey, Eric ;
Bollot, Guillaume ;
Mareda, Jiri ;
Roger, Cornelia ;
Wuerthner, Frank ;
Sakai, Naomi ;
Matile, Stefan .
SCIENCE, 2006, 313 (5783) :84-86
[8]   Stabilization of naphthalene-1,8:4,5-dicarboximide radicals in zirconium phosphonate solid materials and thin films [J].
Brochsztain, S ;
Rodrigues, MA ;
Demets, GJF ;
Politi, MJ .
JOURNAL OF MATERIALS CHEMISTRY, 2002, 12 (05) :1250-1255
[9]   The study of the solubility of naphthalene diimides with various bulky flanking substituents in different solvents by UV-vis spectroscopy [J].
Erten, B ;
Posokhov, Y ;
Alp, S ;
Içli, S .
DYES AND PIGMENTS, 2005, 64 (02) :171-178
[10]   Unusual solid-state behavior in a neutral [2]catenane bearing a hydrolyzable component [J].
Fallon, GD ;
Lee, MAP ;
Langford, SJ ;
Nichols, PJ .
ORGANIC LETTERS, 2004, 6 (05) :655-658