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Progress in Chemistry 2015, No.6 Previous issue Next issue
Supramolecular Chemistry Issue
Supramolecular Coordination Polymers Based on the Outer-Surface Interaction of Cucurbit [n] urils
Zhu Qianjiang, Xue Saifeng, Tao Zhu
2015, 27 (6): 625-632 | DOI: 10.7536/PC141036
Published: 15 June 2015
Abstract
A series of supramolecular polymers based on direct coordination of metal ions to the cucurbit[n] urils with the aid of the outer-surface interactions of cucurbit[n] urils could become a new branch in Q s-based coordination chemistry. According to the characteristics of the outer-surface interactions of cucurbit[n] urils, they can be catalogued in: 1) electrodonating effect of the alkyl-substituted groups on the outer-surface of cucurbit[n] urils; 2) interactions between methine or methylene moieties on the outer-surface of cucurbit[n] urils and aromatic moiety of organic structure directing agents; 3) interactions between methine or methylene moieties on the outer-surface of cucurbit[n] urils as well as ion-dipole interactions between positive portal carbonyl carbon of cucurbit[n] urils and chloride anion from polychlorometallate anions; 4) coordination interaction between hydroxyl groups on the outer-surface of cucurbit[n] urils with metal ions. Based on the characteristics of the supramolecular coordination polymers, they have potential applications in the fields, such as absorption, analysis, separation, isolation, and so on.

Contents
1 Introduction
2 Typical outer-surface interactions of cucurbit[n]urils resulting in the formation of Q[n]s-based coordination polymers
2.1 Electrodonating effect of the alkyl-substituted groups on the outer-surface of cucurbit[n]urils
2.2 π…π stacking between portal carbonyl groups of cucurbit[n]uril as well as C—H…π interaction between methine or methylene moieties on the outer-surface of cucurbit[n]urils and aromatic moiety of organic structure directing agents
2.3 Unusual hydrogen bonding between methine or methylene moieties on the outer-surface of cucurbit[n]urils as well as ion-dipole interactions between positive portal carbonyl carbon of cucurbit[n]urils and chloride anion from polychlorometallate anions
2.4 Coordination interaction between hydroxyl groups on the outer-surface of cucurbit[n]urils with metal ions
3 Potential applications of the supramolecular coordination polymers
4 Conclusion and outlook

Research Progress and Applications of Self-Healing Conductive Materials
Guo Kun, Zhang Dali, Zhang Sheng, Li Bangjing
2015, 27 (6): 633-640 | DOI: 10.7536/PC141201
Published: 15 June 2015
Abstract
Conductive polymer materials have electronic properties like metal and flexibility and processability as organic materials. They have promise in military, energy and biosensor applications. However, damaged electronic component can ruin the circuit board and paralyze the entire electronic device. Such a problem can be solved by using self-healing conductive materials, which are capable of repairing the damage like biological system. In this paper, we review the research progress of self-healing conductive materials, discuss the mechanism and preparation of self-healing conductive materials, and finally introduce their applications, such as electronic sensor and supercapacitor. We believe that the research on the theories and applications of self-healing conductive materials can promote rapid development of electronic devices.

Contents
1 Introduction
2 The electrically self-healing materials
2.1 Self-healing materials with repairing agent
2.2 Self-healing materials without repairing agent
3 Applications of electrically self-healing materials
3.1 Electronic sensor skins
3.2 Supercapacitor
3.3 Lithium-ion batteries
4 Conclusion and outlook

Recent Development of Constructing Porphyrin Arrays via Suzuki-Miyaura Cross-Coupling Reaction
Chen Maolong, Yin Bangshao, Song Jianxin
2015, 27 (6): 641-654 | DOI: 10.7536/PC141211
Published: 15 June 2015
Abstract
Porphyrin arrays are multiporphyrinic systems which assembled either by bridging units or bonds. The electronic properties of porphyrin arrays depend on the bridging units and the bridging positions on porphyrins. In the last two decades, electronically interacting multiporphyrinic systems have been actively explored due to their potential applications in optoelectronic devices, sensors, photovoltaic devices, nonlinear optical materials, and photodynamic therapy pigments. Porphyrin arrays can be constructed by means of noncovalent bonds or covalent bonds, the former is easy but the assembled array is unstable while the latter is opposite. The Suzuki-Miyaura coupling reaction is classified as a coupling reaction where the coupling partners are a boronic acid or borate ester with a halide catalyzed by a palladium (0) complex. It is an efficient method to construct porphyrin arrays with diversity structures and different properties. In this review, the emphasis has been placed upon the progress in the construction of the porphyrin arrays via Suzuki-Miyaura reaction. At last, we prospect the development trend of constructing porphyrin arrays via Suzuki-Miyaura coupling reaction.

Contents
1 Introduction
2 meso-meso bridged porphyrin arrays
3 meso-β bridged porphyrin arrays
4 β-β bridged porphyrin arrays
5 Conclusion and outlook

Organic Functional Materials Based on Pillarenes
Xia Mengchan, Yang Yingwei
2015, 27 (6): 655-665 | DOI: 10.7536/PC141231
Published: 15 June 2015
Abstract
Supramolecular chemistry is originated from synthetic organic chemistry and host-guest chemistry and its development greatly relies on the advance of host-guest chemistry. Synthetic macrocyclic compounds as an important part of host-guest chemistry and supramolecular chemistry have been designed and synthesized to further construct organic functional materials. In the past few decades, scientists have investigated a variety of supramolecular host compounds, including crown ethers, cyclodexrins, calixarenes, cucurbiturils, and pillarenes (or pillar [n]arenes, n=5~15). In particular, pillarenes, which can be easily synthesized and functionalized, have gained great attention for their typically rigid pillar-shape architecture and unique physical and chemical properties. Meanwhile, pillarenes have made great additions to the development of organic functional materials and enriched the contents of supramolecular chemistry and nanoscience. To the best of our knowledge, these pillarene-based organic functional materials have been successfully applied to many different scientific fields including molecular recognition and self-assembly, bacteria and virus inhibition, detection of pesticide and heavy metal ions, stabilization of nanoparticles, optical sensing, catalysis, biological sensing, drug delivery and controlled release, and so on. In this review, we mainly focus on summarizing the research progress of pillarene-based organic functional materials and comment on the bright future of their potential applications.

Contents
1 Introduction
2 Organic functional materials based on pillarenes
2.1 Bacteria/Virus inhibition
2.2 Optical functional materials
2.3 Supramolecular polymeric materials
2.4 Drug delivery systems
2.5 Materials for detection of pesticide and heavy metal ions
2.6 Others
3 Conclusion and outlook

Catalytic Application of Iron Corrole Complexes in Organic Synthesis
Zou Huaibo, Wang Huahua, Mei Guangquan, Liu Haiyang, Chang Chi-Kwong
2015, 27 (6): 666-674 | DOI: 10.7536/PC150103
Published: 15 June 2015
Abstract
Study on the preparation and catalytic activities of iron corrole has become one of the hot topics of porphyrin chemistry. In this paper, the recent progress about catalytic application of iron corrole in organic synthesis has been reviewed, with an emphasis on the oxidation, cyclopropanation and aziridination of olefin, insertion reactions involving N—H, S—H and C—H bonds, [4+2] cycloaddition as well as copolymerization of epoxides with carbon dioxide. The problems of iron corroles in catalysis and several directions have also been addressed.

Contents
1 Introduction
2 Application of iron-corrole complexes in organic synthesis
2.1 Catalytic oxidation
2.2 Catalytic cyclopropanation
2.3 Catalytic aziridination
2.4 Catalytic insertion reactions involving N—H, S—H and C—H bonds
2.5 Catalytic cycloaddition
2.6 Catalytic copolymerization
3 Conclusion

The Application of Templated-Directed Clipping Approach in Constructing Mechanically Interlocked Molecules Based on N-Hetero Crown Ethers
Han Xie, Hu Fang, Ge Haojie, Liu Shenghua, Yin Jun
2015, 27 (6): 675-686 | DOI: 10.7536/PC150129
Published: 15 June 2015
Abstract
With the rapid development of supramolecular chemistry, the mechanically interlocked molecules based on N-hetero crown ethers (NHCE) have attracted increasing interest in recent years. Compared with the traditional synthetic methods, the templated clipping approach has unique advantages in constructing mechanically interlocked molecules based on NHCE, and many important advances have been obtained. Scientists have not only gradually expanded the topological structures of mechanically interlocked molecules based on NHCE, but also enriched their application in various regions. Herein, we summarize the progress of templated clipping approach in the structure construction of the mechanically interlocked molecules (such as rotaxanes, catenanes, heterorotaxanes, rotacatenanes, oligomers, daisy chains and dendritic molecules) and their potential applications.

Contents
1 Introduction
2 Rotaxanes based on NHCE
2.1 Oligorotaxanes
2.2 Rectangular rotaxanes
2.3 Dendritic rotaxanes
2.4 Heterorotaxanes
2.5 Functional rotaxanes
3 Catenanes based on NHCE
4 Rotaxane-fused-catenane integrations
5 Daisy chains based on NHCE
6 Conclusion

Catalytic Applications of Supramolecular Assemblies
Zhao Jin, Liu Yu
2015, 27 (6): 687-703 | DOI: 10.7536/PC150164
Published: 15 June 2015
Abstract
The catalytic systems based on supramolecular assemblies have became a hot research topic. The assemblies exhibit unique catalytic properties due to their specific structural characteristics, such as regular arrangement of component, high specific surface area. In this review, the catalytic mechanism and advantages of the supramolecular assemblies in different dimensions are reviewed, and their future developments are also prospected.

Contents
1 Introduction
2 The catalytic applications of zero dimension assemblies
2.1 Micelle based catalytic systems
2.2 Vesicle based catalytic systems
2.3 Nanoparticle based catalytic systems
3 The catalytic applications of one dimension assemblies
3.1 Supramolecular polymer based catalytic systems
3.2 Nanofiber based catalytic systems
3.3 Nanotube based catalytic systems
4 The catalytic applications of two dimension assemblies
5 The catalytic applications of three dimension assemblies
5.1 Gel based catalytic systems
5.2 Framework based catalytic systems
6 Conclusion and outlook

Current Researches and Applications of Perylene Compounds
Wang Hui, Ponmani Jeyakkumar, Sangaraiah Nagarajan, Meng Jiangping, Zhou Chenghe
2015, 27 (6): 704-743 | DOI: 10.7536/PC150172
Published: 15 June 2015
Abstract
Perylene compounds possess a large π-conjugated system and are easy to be chemically modified by various functional groups. These unique structural characteristics endow with favourable physical and chemical properties as well as special functions, and enable perylene compounds to have a wide range of potential applications in the fields of material science, supramolecular chemistry, biology, pharmacy, medicine and so on. In particular, perylene-based organic photoelectric materials have been widely investigated and many important achievements have been made. More recently, more and more effort has been dedicated to other possible applications of perylene compounds, and the relative research has been expanded to many fields, especially the biomedical research has become an increasingly active emerging field, and attracted wide attention in recent years. Combining with our researches and referring other works from literatures in five years, this paper for the first time systematically reviewed the recent advance in the current research and development of perylene compounds in the fields of material, biological and medical sciences including organic optoelectronic materials, nanomaterials, biomedicinal photosensitizers, fluorescent labeling and imaging agents, drug carriers, artificial diagnostic agents, artificial ion receptors and molecular probes. This review mainly focused on strengthening the effects of structures on properties and applications. At last the perspectives of the foreseeable future are also presented.

Contents
1 Introduction
2 Perylene compounds as organic optoelectronic materials
2.1 Perylene compounds as organic solar cells materials
2.2 Perylene compounds as optoelectronic information materials
3 Perylene compounds as organic nanomaterials
4 Perylene comounds as biomedicine photosensitizers
5 Perylene comounds as fluorescent labling and imaging agents
6 Perylene comounds as drug carriers
7 Perylene comounds as artificial diagnostic agents
8 Perylene comounds as artificial ion receptors
8.1 Perylene comounds as artificial cationic receptors
8.2 Perylene comounds as artificial anion receptors
9 Perylene comounds as molecular probes
10 Conclusion and outlook

Dynamic Covalent Macrocycles Constructed via Organic Templates
Huang Guobao, Jiang Wei
2015, 27 (6): 744-754 | DOI: 10.7536/PC150224
Published: 15 June 2015
Abstract
Dynamic covalent macrocycles templated by organic molecules have been thoroughly reviewed. Organic templates have much larger sizes than metal ions, and therefore are suitable to template the formation of macrocycles with much larger cavity. Meanwhile, there are a variety of organic molecules, which may work as templates. Their structures can be tailor-made through various organic reactions. Out of many dynamic covalent bonds, there are three popular types which are often used to construct dynamic covalent macrocycles via template effect: disulfide, boronic ester, and imine. The reversibility of former two bonds can be switched on or off through changing the conditions. While imine bonds can be reduced to kinetically inert chemical bonds. Thus, the thermodynamically stable macrocycles in the presence of templates can be converted to the corresponding kinetically inert macrocycles, providing a new method for the preparation of macrocyclic hosts. In addition, the host-guest binding motifs based on dynamic covalent macrocycles can be used to construct more complex supramolecular architectures, for example, rotaxanes and catenanes.

Contents
1 Introduction
2 Constructions of dynamic covalent macrocycles
2.1 Dynamic covalent macrocycles based on S-S bond
2.2 Dynamic covalent macrocycles based on boronic ester
2.3 Dynamic covalent macrocycles based on Schiff's base
3 Complex architectures based on dynamic covalent macrocycles
3.1 Rotaxanes based on dynamic covalent macrocycles
3.2 Catenane based on dynamic covalent macrocycles
4 Conclusion

Review and evaluation
The Interaction of Corrole and Its Metal Complex with DNA and Their Anti-Tumor Activity
Wang Jiamin, Shi Lei, Liu Haiyang
2015, 27 (6): 755-762 | DOI: 10.7536/PC150227
Published: 15 June 2015
Abstract
Study on the interaction of corrole and its metal complex with DNA and their anti-tumor activity has become one of the hot topics of corrole chemistry. This review covers the progress on the study of the interaction of corrole and its metal complex with DNA and their anti-tumor activity. The binding mode of corrole or its metal complex with DNA, chemical nuclease activity of corrole and its metal complex in the presence of oxidants or under irradiation, the interaction of corrole and its metal complex with G-quadruplex DNA and their anti-tumor activity are introduced systematically.

Contents
1 Introduction
2 Binding modes between corrole or its metal complex and DNA
3 Nuclease activity of corrole and its metal complex
3.1 Oxidative DNA cleavage mediated by metal corrole
3.2 Photocleavage of DNA by corrole and its metal complex
4 Interaction between G-quadruplex DNA and corrole or its metal complex
5 Anti-tumor activity of corrole and its metal complex
6 Conclusion

Self-Assembly of Mechanically Interlocked Structures via Metal-Mediated Coordination Cooperating with Host-Guest Recognition
Ye Yang, Lin Zheping, Jin Wenlu, Wang Shuping, Wu Jing, Li Shijun
2015, 27 (6): 763-774 | DOI: 10.7536/PC150228
Published: 15 June 2015
Abstract
Mechanically interlocked structures are a kind of supramolecular entities with unique properties. They have attracted much attention not only because of their fascinating aspect of topologies, but also due to their great potential applications in nanotechnology, biology, and material science, as well as important bases for the preparation of molecular machines. This article summarizes new progress in the preparation of rotaxanes, catenanes, and other mechanically interlocked structures assembled via coordination interactions, especially focuses on the examples using metal-mediated coordination interactions as building ways cooperating with host-guest chemistry. Because coordination bonds are easy bonding, dynamically reversible, and easily controllable, the usage of metal-mediated coordination for constructing mechanically interlocked structures can greatly improve the preparation efficiency, and benefit to realizing the reversible regulation of mechanically interlocked structures.

Contents
1 Introduction
2 Self-assembly of rotaxanes via metal-mediated coordination
3 Self-assembly of catenanes via metal-mediated coordination
4 Self-assembly of other mechanically interlocked structures via metal-mediated coordination
5 Conclusion

Abstract
In nature, helical self-assembly by non-covalent interactions is a widely observed feature. Inspired by the unique features of fascinating chiral superstructures, chemists have paid more attention to design numerous helical supramolecular assemblies. In them, carbohydrates as a natural source of chirality have been widely investigated in the construction of chiral supramolecular assembly, which possessed potential application in materials, chemistry and biology. This review aims to overview of the chiral supramolecular assembly based on aromatic molecules-carbohydrate conjugates, including perylene bisimides, azobenzene, poly(p-phenylene), porphyrins, and so on. Their gel properties, supramolecular chirality and functionalization in the mixtures of organic solution and water, or in water, and the relationship between their supramolecular chirality and the type of the carbohydrates are described. Furthermore, the potential application and future development of the chiral supramolecular assembly based on carbohydrates are discussed.

Contents
1 Introduction
2 Chiral supramolecular assembly based on perylene bisimides-carbohydrate conjugates
2.1 Solvent controlled supramolecular assembly
2.2 Substituent controlled supramolecular assembly in the bay position
2.3 Temperature controlled supramolecular assembly
2.4 Water soluble supramolecular assembly
3 Chiral supramolecular assembly based on azobenzene-carbohydrate conjugates
4 Chiral supramolecular assembly based on poly(p-phenylene)-carbohydrate conjugates
5 Chiral supramolecular assembly based on porphyrin-carbohydrate conjugates
6 Chiral supramolecular assembly based on other aromatic molecules-carbohydrate conjugates
7 Conclusion