Publication

Multicomponent Assembly of Macrocycles and Polymers by Coordination of Pyridyl Ligands to 1,4-Bis(benzodioxaborole)benzene

2012
Journal Articles

Abstract

Multicomponent reactions between 1,4-benzenediboronic acid, catechol, and different pyridyl ligands are reported. The condensation of 1,4-benzenediboronic acid with catechol gives 1,4-bis(benzodioxaborole)benzene. Upon crystallization, the ester aggregates with the N-donor ligands through dative BN bonds. Depending on the nature of the pyridyl ligand, molecularly defined macrocycles or polymeric structures are obtained. 1D polymers are formed with 4,4-bipyridine and 1,2-di(4-pyridyl)ethylene, whereas a 2D network is obtained with the tetradentate ligand tetra(4-pyridylphenyl)ethylene. These results highlight the utility of dative BN bonds in structural supramolecular chemistry and crystal engineering.

Official source

https://infoscience.epfl.ch/entities/publication/1938dd02-e0bb-4491-a2ca-5901a4146062

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2012
Journal Articles

Abstract

Official source

https://infoscience.epfl.ch/entities/publication/1938dd02-e0bb-4491-a2ca-5901a4146062

About this result

Related concepts (32)

Polymer

A polymer (ˈpɒlᵻmər; Greek poly-, "many" + -mer, "part") is a substance or material consisting of very large molecules called macromolecules, composed of many repeating subunits. Due to their broad spectrum of properties, both synthetic and natural polymers play essential and ubiquitous roles in everyday life. Polymers range from familiar synthetic plastics such as polystyrene to natural biopolymers such as DNA and proteins that are fundamental to biological structure and function.

Macrocycle

Macrocycles are often described as molecules and ions containing a ring of twelve or more atoms. Classical examples include the crown ethers, calixarenes, porphyrins, and cyclodextrins. Macrocycles describe a large, mature area of chemistry. The formation of macrocycles by ring-closure is called macrocylization. Pioneering work was reported for studies on terpenoid macrocycles. The central challenge to macrocyclization is that ring-closing reactions do not favor the formation of large rings.

Supramolecular chemistry

Supramolecular chemistry refers to the branch of chemistry concerning chemical systems composed of a discrete number of molecules. The strength of the forces responsible for spatial organization of the system range from weak intermolecular forces, electrostatic charge, or hydrogen bonding to strong covalent bonding, provided that the electronic coupling strength remains small relative to the energy parameters of the component.

Related publications (5)

Multicomponent Assembly of Macrocycles and Polymers by Coordination of Pyridyl Ligands to 1,4-Bis(benzodioxaborole)benzene

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