Halogen and hydrogen bonding-driven self-assembly of supramolecular macrocycles and double helices from hydrogen-bonded arylamide foldamers

CrystEngComm ◽  
2019 ◽  
Vol 21 (16) ◽  
pp. 2626-2630 ◽  
Author(s):  
Satish Koppireddi ◽  
Chuan-Zhi Liu ◽  
Hui Wang ◽  
Dan-Wei Zhang ◽  
Zhan-Ting Li
Keyword(s):  
Hydrogen Bonding ◽  
Self Assembly ◽  
Halogen Bonding ◽  
Double Helices ◽  
Aromatic Amide ◽  
Arylamide Foldamers ◽  
Hydrogen Bonded

Halogen bonding has been used to hold hydrogen bonded short aromatic amide foldamers to form 2 + 2 or 1 + 1 macrocycles.

Halogen Bonding Directed Supramolecular Quadruple and Double Helices from Hydrogen-Bonded Arylamide Foldamers

2018 ◽  
Vol 58 (1) ◽  
pp. 226-230 ◽  
Author(s):  
Chuan-Zhi Liu ◽  
Satish Koppireddi ◽  
Hui Wang ◽  
Dan-Wei Zhang ◽  
Zhan-Ting Li
Keyword(s):  
Halogen Bonding ◽  
Double Helices ◽  
Arylamide Foldamers ◽  
Hydrogen Bonded

Halogen Bonding Directed Supramolecular Quadruple and Double Helices from Hydrogen-Bonded Arylamide Foldamers

2018 ◽  
Vol 131 (1) ◽  
pp. 232-236 ◽  
Author(s):  
Chuan-Zhi Liu ◽  
Satish Koppireddi ◽  
Hui Wang ◽  
Dan-Wei Zhang ◽  
Zhan-Ting Li
Keyword(s):  
Halogen Bonding ◽  
Double Helices ◽  
Arylamide Foldamers ◽  
Hydrogen Bonded

scholarly journals Intermolecular Halogen Bonding-Controlled Self-Assembly of Hydrogen Bonded Aromatic Amide Foldamers

2021 ◽  
Vol 41 (7) ◽  
pp. 2848
Author(s):  
Yanyan Xu ◽  
Chuanzhi Liu ◽  
Hui Wang ◽  
Danwei Zhang ◽  
Zhanting Li
Keyword(s):  
Self Assembly ◽  
Halogen Bonding ◽  
Aromatic Amide ◽  
Hydrogen Bonded

Irᴵᴵᴵ as a Strategy for Preorganization in H-Bonded Motifs

2019 ◽  
Author(s):  
Barbora Balonova ◽  
Helena J. Shepherd ◽  
Christopher Serpell ◽  
Barry Blight
Keyword(s):  
Hydrogen Bonding ◽  
Metal Complexes ◽  
General Formula ◽  
Self Assembly ◽  
Structural Design ◽  
Functional Materials ◽  
Soft Materials ◽  
Thiourea Derivatives ◽  
Hydrogen Bonded Systems ◽  
Hydrogen Bonded

Here we present the synthesis and characterisation of four hydrogen bonded systems based on thiourea derivatives. These motifs are considered to be stable and desirable for supramolecular hydrogen-bonded functional materials. Interpretation of the structural design of thiourea based ligand and its incorporation into metal complexes can contribute to the understanding of preorganised self-assembly and open new pathways in design of novel soft materials. This work contributes to the unexplored library of hydrogen bonded metal complexes based on iridium. Further we examined the photoluminescence of the system of general formula [Ir(C^N)<sub>2</sub>(N^S)] and the effect of hydrogen bonding on the emission properties when combined with different <i>n</i>-heteroacenes.

Taking the halogen bonding–hydrogen bonding competition one step further: complexes of difluoroiodomethane with trimethylphosphine, dimethyl sulfide and chloromethane

2017 ◽  
Vol 73 (2) ◽  
pp. 168-178 ◽  
Author(s):  
Yannick Geboes ◽  
Frank De Proft ◽  
Wouter A. Herrebout
Keyword(s):  
Hydrogen Bonding ◽  
Dimethyl Sulfide ◽  
Halogen Bonding ◽  
Hydrogen Bond Donor ◽  
Lewis Bases ◽  
One Step ◽  
Fourier Transform Ir ◽  
Binary Associations ◽  
Bonded Complexes ◽  
Hydrogen Bonded

To rationalize the driving factors in the competition of halogen bonding and hydrogen bonding, the complexes of the combined halogen-/hydrogen-bond donor difluoroiodomethane with the Lewis bases trimethylphosphine, dimethyl sulfide and chloromethane are studied. For all Lewis bases,ab initiocalculations lead to halogen- and hydrogen-bonded complexes. Fourier transform–IR experiments involving solutions of mixtures of difluoroiodomethane with trimethylphosphine(-d9) or dimethyl sulfide(-d6) in liquid krypton confirm the coexistence of a halogen-bonded and hydrogen-bonded complex. Also for solutions containing chloromethane, evidence of the formation of binary associations is found, but no definitive assignment of the multiple complex bands could be made. Using van't Hoff plots, the experimental complexation enthalpies for the halogen- and hydrogen-bonded complex of difluoroiodomethane with trimethylphosphine are determined to be −15.4 (4) and −10.5 (3) kJ mol−1, respectively, while for the halogen- and hydrogen-bonded complexes with dimethyl sulfide, the values are −11.3 (5) and −7.7 (6) kJ mol−1, respectively. The experimental observation that for both trimethylphospine and dimethyl sulfide the halogen-bonded complex is more stable than the hydrogen-bonded complex supports the finding that softer Lewis bases tend to favor iodine halogen bonding over hydrogen bonding.

Halogen Bonding and Hydrogen Bonding Coexist in Driving Self-Assembly Process

2004 ◽  
Vol 4 (1) ◽  
pp. 53-56 ◽  
Author(s):  
Shizheng Zhu ◽  
Chunhui Xing ◽  
Wei Xu ◽  
Guifang Jin ◽  
Zhanting Li
Keyword(s):  
Hydrogen Bonding ◽  
Self Assembly ◽  
Halogen Bonding ◽  
Assembly Process

Halogen Bonding versus Hydrogen Bonding in Driving Self-Assembly Processes

2000 ◽  
Vol 112 (10) ◽  
pp. 1852-1856 ◽  
Author(s):  
Eleonora Corradi ◽  
Stefano V. Meille ◽  
Maria T. Messina ◽  
Pierangelo Metrangolo ◽  
Giuseppe Resnati
Keyword(s):  
Hydrogen Bonding ◽  
Self Assembly ◽  
Halogen Bonding

scholarly journals Tuning the Properties of Hydrogen-bonded Block Copolymer Worm Gels Prepared via Polymerization-Induced Self-Assembly

2021 ◽  
Author(s):  
Eleanor Raphael ◽  
Matthew J Derry ◽  
Michael Hippler ◽  
Steven P Armes
Keyword(s):  
Hydrogen Bonding ◽  
Carboxylic Acid ◽  
Block Copolymer ◽  
Self Assembly ◽  
Raft Agent ◽  
Stearyl Methacrylate ◽  
Hydrogen Bonded

Polymerization-induced self-assembly (PISA) is exploited to design hydrogen-bonded poly(stearyl methacrylate)-poly(benzyl methacrylate) [PSMA-PBzMA] worm gels in n-dodecane. Using a carboxylic acid-based RAFT agent facilitates hydrogen bonding between neighboring worms to produce...

scholarly journals The intramolecular hydrogen bonded–halogen bond: a new strategy for preorganization and enhanced binding

2018 ◽  
Vol 9 (26) ◽  
pp. 5828-5836 ◽  
Author(s):  
Asia Marie S. Riel ◽  
Daniel A. Decato ◽  
Jiyu Sun ◽  
Casey J. Massena ◽  
Morly J. Jessop ◽  
...  
Keyword(s):  
Molecular Structure ◽  
Hydrogen Bonding ◽  
Halogen Bond ◽  
Halogen Bonding ◽  
Intramolecular Hydrogen Bonding ◽  
New Strategy ◽  
Intramolecular Hydrogen ◽  
Hydrogen Bonded

Intramolecular hydrogen bonding directly to halogen bond donors preorganizes molecular structure and strengthens halogen bonding.

Irᴵᴵᴵ as a Strategy for Preorganization in H-Bonded Motifs

2019 ◽  
Author(s):  
Barbora Balonova ◽  
Helena J. Shepherd ◽  
Christopher Serpell ◽  
Barry Blight
Keyword(s):  
Hydrogen Bonding ◽  
Metal Complexes ◽  
General Formula ◽  
Self Assembly ◽  
Structural Design ◽  
Functional Materials ◽  
Soft Materials ◽  
Thiourea Derivatives ◽  
Hydrogen Bonded Systems ◽  
Hydrogen Bonded

Here we present the synthesis and characterisation of four hydrogen bonded systems based on thiourea derivatives. These motifs are considered to be stable and desirable for supramolecular hydrogen-bonded functional materials. Interpretation of the structural design of thiourea based ligand and its incorporation into metal complexes can contribute to the understanding of preorganised self-assembly and open new pathways in design of novel soft materials. This work contributes to the unexplored library of hydrogen bonded metal complexes based on iridium. Further we examined the photoluminescence of the system of general formula [Ir(C^N)<sub>2</sub>(N^S)] and the effect of hydrogen bonding on the emission properties when combined with different <i>n</i>-heteroacenes.

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