Controlling the Supramolecular Polymerization of Donor‐Acceptor π‐Systems through Hydrogen Bond Intervention

ChemPlusChem ◽  
2019 ◽  
Vol 84 (9) ◽  
pp. 1405-1412 ◽  
Author(s):  
Vishnu Sukumaran Nair ◽  
Balaraman Vedhanarayanan ◽  
Ayyappanpillai Ajayaghosh
Keyword(s):  
Hydrogen Bond ◽  
Donor Acceptor ◽  
Supramolecular Polymerization

scholarly journals Cover Feature: Controlling the Supramolecular Polymerization of Donor‐Acceptor π‐Systems through Hydrogen Bond Intervention (ChemPlusChem 9/2019)

ChemPlusChem ◽  
2019 ◽  
Vol 84 (9) ◽  
pp. 1174-1174
Author(s):  
Vishnu Sukumaran Nair ◽  
Balaraman Vedhanarayanan ◽  
Ayyappanpillai Ajayaghosh
Keyword(s):  
Hydrogen Bond ◽  
Donor Acceptor ◽  
Supramolecular Polymerization

scholarly journals Supramolecular Systems Containing B–N Frustrated Lewis Pairs of Tris(pentafluorophenyl)borane and Triphenylamine Derivatives

2021 ◽  
Vol 03 (02) ◽  
pp. 174-183
Author(s):  
P. Chidchob ◽  
S. A. H. Jansen ◽  
S. C. J. Meskers ◽  
E. Weyandt ◽  
N. P. van Leest ◽  
...  
Keyword(s):  
Materials Science ◽  
Supramolecular Polymers ◽  
Frustrated Lewis Pairs ◽  
Paramagnetic Resonance ◽  
Donor And Acceptor ◽  
Donor Acceptor ◽  
Noncovalent Polymers ◽  
Electron Paramagnetic ◽  
Supramolecular Polymerization ◽  
Lewis Pairs

The introduction of a chemical additive to supramolecular polymers holds high potential in the development of new structures and functions. In this regard, various donor- and acceptor-based molecules have been applied in the design of these noncovalent polymers. However, the incorporation of boron–nitrogen frustrated Lewis pairs in such architectures is still rare despite their many intriguing properties in catalysis and materials science. The limited choices of suitable boron derivatives represent one of the main limitations for the advancement in this direction. Here, we examine the use of the commercially available tris(pentafluorophenyl)borane with various triphenylamine derivatives to create supramolecular B–N charge transfer systems. Our results highlight the importance of a proper balance between the donor/acceptor strength and the driving force for supramolecular polymerization to achieve stable, long-range ordered B–N systems. Detailed analyses using electron paramagnetic resonance and optical spectroscopy suggest that tris(pentafluorophenyl)borane displays complex behavior with the amide-based triphenylamine supramolecular polymers and may interact in dimers or larger chiral aggregates, depending on the specific structure of the triphenylamines.

Identifying Selective Host–Guest Interactions Based on Hydrogen Bond Donor–Acceptor Pattern in Functionalized Al-MIL-53 Metal–Organic Frameworks

2013 ◽  
Vol 117 (39) ◽  
pp. 19991-20001 ◽  
Author(s):  
Julia Wack ◽  
Renée Siegel ◽  
Tim Ahnfeldt ◽  
Norbert Stock ◽  
Luís Mafra ◽  
...  
Keyword(s):  
Hydrogen Bond ◽  
Metal Organic Frameworks ◽  
Hydrogen Bond Donor ◽  
Donor Acceptor ◽  
Metal Organic

A donor–acceptor liganded metal–organic framework showcases the hydrogen-bond-enhanced sensing of N-heterocyclic explosives

2021 ◽  
Vol 9 (36) ◽  
pp. 12086-12093
Author(s):  
Junjie Wang ◽  
Yao Cheng ◽  
Jie Zhou ◽  
Weihua Tang
Keyword(s):  
Hydrogen Bond ◽  
Detection Limit ◽  
Fluorescence Quenching ◽  
Metal Organic Framework ◽  
Donor Acceptor ◽  
Metal Organic ◽  
Organic Framework

Zn(ii)-based MOF for detecting FOX-7 like explosives is designed via hydrogen-bond-intensified host–guest interactions. The crystalline MOF achieves 0.14 ppm detection limit and a highest fluorescence quenching constant of 3.22 × 104 M−1.

On the Hydrogen Bond Breaking Ability of Fluorocarbons Containing Higher Halogens

1974 ◽  
Vol 52 (21) ◽  
pp. 3612-3622 ◽  
Author(s):  
Thérèse Di Paolo ◽  
C. Sandorfy
Keyword(s):  
Hydrogen Bond ◽  
Hydrogen Bonds ◽  
Bond Breaking ◽  
Anesthetic Activity ◽  
Competitive Mechanism ◽  
Infrared Measurements ◽  
Donor Acceptor

Infrared measurements show that fluorocarbons containing higher halogens are able to open O—H---O, N—H---N, S—H---S, N—H---O=C, type hydrogen bonds. This is probably due to a competitive mechanism of association consisting in the formation of donor–acceptor complexes. It is suggested that the breaking or perturbation of hydrogen bonds by this mechanism is of importance for the explanation of the anesthetic activity of these compounds.

The heterobifunctional ligand 5-[4-(1,2,4-triazol-4-yl)phenyl]-1H-tetrazole and its role in the construction of a CdIImetal–organic chain structure

2012 ◽  
Vol 68 (10) ◽  
pp. m291-m294
Author(s):  
Andrey B. Lysenko
Keyword(s):  
Hydrogen Bond ◽  
Three Dimensional ◽  
Organic Ligand ◽  
Chain Structure ◽  
Polar Space ◽  
Hydrogen Bond Donor ◽  
Donor Acceptor ◽  
A Chain ◽  
Water Ligands ◽  
Hydrogen Bonded

5-[4-(1,2,4-Triazol-4-yl)phenyl]-1H-tetrazole, C9H7N7, (I), an asymmetric heterobifunctional organic ligand containing triazole (tr) and tetrazole (tz) termini linked directly through a 1,4-phenylene spacer, crystallizes in the polar space groupPc. The heterocyclic functions, serving as single hydrogen-bond donor (tz) or acceptor (tr) units, afford hydrogen-bonded zigzag chains with no crystallographic centre of inversion. In the structure ofcatena-poly[[diaquacadmium(II)]bis{μ2-5-[4-(1,2,4-triazol-4-yl)phenyl]tetrazol-1-ido-κ2N1:N1′}], [Cd(C9H6N7)2(H2O)2]n, (II), the CdIIdication resides on a centre of inversion in an octahedral {N4O2} environment. In the equatorial plane, the CdIIpolyhedron is built up from four N atoms of two kinds, namely oftrans-coordinating tr and tz fragments [Cd—N = 2.2926 (17) and 2.3603 (18) Å], and the coordinating aqua ligands occupy the two apical sites. The metal centres are separated at a distance of 11.1006 (7) Å by means of the double-bridging tetrazolate anion,L−, forming a chain structure. The water ligands and tz fragments interact with one another, like a double hydrogen-bond donor–acceptor synthon, leading to a hydrogen-bonded three-dimensional array.

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