Cycloparaphenylenes and related nanohoops

被引:429
作者
Lewis, Simon E. [1 ]
机构
[1] Univ Bath, Dept Chem, Bath BA2 7AY, Avon, England
关键词
BOTTOM-UP SYNTHESIS; CHIRAL CARBON NANORINGS; SELECTIVE SYNTHESIS; OPTOELECTRONIC PROPERTIES; PHOTOPHYSICAL PROPERTIES; NANOTUBE GROWTH; ASYMMETRIC AUTOCATALYSIS; ELECTRONIC-PROPERTIES; THEORETICAL INSIGHTS; RAMAN-SPECTROSCOPY;
D O I
10.1039/c4cs00366g
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
The first synthesis of a cyclic oligophenylene possessing a radial pi system was reported in 2008. In the short period that has elapsed since, there has been an ever-increasing level of interest in molecules of this type, as evidenced by the volume of publications in this area. This interest has been driven by the highly unusual properties of these molecules in comparison to their linear oligoarene analogues, as well as the diverse array of potential applications for them. Notably, CPPs and related structures were proposed as viable templates for the bottom-up synthesis of single-walled carbon nanotubes (SWCNTs), a proposition which has recently been realised. This review gives a comprehensive and strictly chronological (by date of first online publication) treatment of literature reports from the inception of the field, with emphasis on both synthesis and properties of CPPs and related nanohoops. (The scope of this review is restricted to molecules possessing a radial pi system consisting entirely of subunits which are aromatic in isolation, e.g. CPPs, but not cycloparaphenyleneacetylenes or cyclopolyacetylenes).
引用
收藏
页码:2221 / 2304
页数:84
相关论文
共 136 条
[1]   Self-Trapping of Excitons, Violation of Condon Approximation, and Efficient Fluorescence in Conjugated Cycloparaphenylenes [J].
Adamska, Lyudmyla ;
Nayyar, Iffat ;
Chen, Hang ;
Swan, Anna K. ;
Oldani, Nicolas ;
Fernandez-Alberti, Sebastian ;
Golder, Matthew R. ;
Jasti, Ramesh ;
Doorn, Stephen K. ;
Tretiak, Sergei .
NANO LETTERS, 2014, 14 (11) :6539-6546
[2]   Computational studies on cyclic [n]paraphenyleneacetylenes using homodesmotic reactions [J].
Ali, Mohamad Akbar ;
Krishnan, Mangala Sunder .
MOLECULAR PHYSICS, 2009, 107 (20) :2149-2158
[3]   Chameleon-like behaviour of cyclo[n] paraphenylenes in complexes with C70: on their impressive electronic and structural adaptability as probed by Raman spectroscopy [J].
Alvarez, Miriam Pena ;
Burrezo, Paula Mayorga ;
Iwamoto, Takahiro ;
Qiu, Lili ;
Kertesz, Miklos ;
Taravillo, Mercedes ;
Baonza, Valentin G. ;
Navarrete, Juan T. Lopez ;
Yamago, Shigeru ;
Casado, Juan .
FARADAY DISCUSSIONS, 2014, 173 :157-171
[4]   A Strain Induced Change of Mechanism from a [2+2+2] to a [2+1+2+1] Cycloaddition Reaction [J].
Anne-Florence Tran-Van ;
Goetz, Silas ;
Neuburger, Markus ;
Wegner, Hermann A. .
ORGANIC LETTERS, 2014, 16 (09) :2410-2413
[5]   DFT Study of Cycloparaphenylenes and Heteroatom-Substituted Nanohoops [J].
Bachrach, Steven M. ;
Stueck, David .
JOURNAL OF ORGANIC CHEMISTRY, 2010, 75 (19) :6595-6604
[6]   Synthesis, Optical, and Electronic Properties of Soluble Poly-p-phenylene Oligomers as Models for Molecular Wires [J].
Banerjee, Moloy ;
Shukla, Ruchi ;
Rathore, Rajendra .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2009, 131 (05) :1780-1786
[7]   Towards a Perylene-Containing Nanohoop [J].
Batson, Joel M. ;
Swager, Timothy M. .
SYNLETT, 2013, 24 (19) :2545-2549
[8]  
Bodwell GJ, 2014, NAT CHEM, V6, P383, DOI 10.1038/nchem.1932
[9]   Origin of the size-dependent fluorescence blueshift in [n]cycloparaphenylenes [J].
Camacho, Cristopher ;
Niehaus, Thomas A. ;
Itami, Kenichiro ;
Irle, Stephan .
CHEMICAL SCIENCE, 2013, 4 (01) :187-195
[10]   Raman-Active Modes of Even-Numbered Cycloparaphenylenes: Comparisons between Experiments and Density Functional Theory (DFT) Calculations with Group Theory Arguments [J].
Chen, Hang ;
Golder, Matthew R. ;
Wang, Feng ;
Doorn, Stephen K. ;
Jasti, Ramesh ;
Tretiak, Sergei ;
Swan, Anna K. .
JOURNAL OF PHYSICAL CHEMISTRY C, 2015, 119 (05) :2879-2887