Halogen bonding drives the self-assembly of piperazine cyclophanes into tubular structures

2009 ◽  
pp. 2160 ◽  
Author(s):  
Kari Raatikainen ◽  
Juhani Huuskonen ◽  
Manu Lahtinen ◽  
Pierangelo Metrangolo ◽  
Kari Rissanen
Keyword(s):  
Self Assembly ◽  
Halogen Bonding ◽  
The Self ◽  
Tubular Structures

Effects of the position and number of bromine substituents on the concentration-mediated 2D self-assembly of phenanthrene derivatives

2016 ◽  
Vol 18 (10) ◽  
pp. 7208-7215 ◽  
Author(s):  
Xingyu Hu ◽  
Bao Zha ◽  
Yican Wu ◽  
Xinrui Miao ◽  
Wenli Deng
Keyword(s):  
Self Assembly ◽  
Driving Force ◽  
Halogen Bonding ◽  
The Self

Br⋯Br halogen bonding exists in the self-assembly of 2,7-DBHP, whereas the driving force for the assembly of 3,6-DBHP is Br⋯Br vdWs type interactions.

scholarly journals Halogen Bonds Fabricate 2D Molecular Self-Assembled Nanostructures by Scanning Tunneling Microscopy

Crystals ◽  
2020 ◽  
Vol 10 (11) ◽  
pp. 1057
Author(s):  
Yi Wang ◽  
Xinrui Miao ◽  
Wenli Deng
Keyword(s):  
Scanning Tunneling Microscopy ◽  
Self Assembly ◽  
Density Functional ◽  
Deep Understanding ◽  
Halogen Bonding ◽  
The Self ◽  
Scanning Tunneling ◽  
Halogen Bonds ◽  
Tunneling Microscopy ◽  
Self Assembled

Halogen bonds are currently new noncovalent interactions due to their moderate strength and high directionality, which are widely investigated in crystal engineering. The study about supramolecular two-dimensional architectures on solid surfaces fabricated by halogen bonding has been performed recently. Scanning tunneling microscopy (STM) has the advantages of realizing in situ, real-time, and atomic-level characterization. Our group has carried out molecular self-assembly induced by halogen bonds at the liquid–solid interface for about ten years. In this review, we mainly describe the concept and history of halogen bonding and the progress in the self-assembly of halogen-based organic molecules at the liquid/graphite interface in our laboratory. Our focus is mainly on (1) the effect of position, number, and type of halogen substituent on the formation of nanostructures; (2) the competition and cooperation of the halogen bond and the hydrogen bond; (3) solution concentration and solvent effects on the molecular assembly; and (4) a deep understanding of the self-assembled mechanism by density functional theory (DFT) calculations.

4,4′-Bipyridine–2,4,5,6-tetrafluoro-1,3-diiodobenzene (1/1)

2007 ◽  
Vol 63 (11) ◽  
pp. o4243-o4243 ◽  
Author(s):  
Pierangelo Metrangolo ◽  
Franck Meyer ◽  
Tullio Pilati ◽  
Giuseppe Resnati ◽  
Giancarlo Terraneo
Keyword(s):  
Self Assembly ◽  
Halogen Bonding ◽  
The Self ◽  
Wave Crest ◽  
Bonding Interaction

The self-assembly of 1,3-diiodotetrafluorobenzene (13DITFB) and bipyridine (44BPY), C10H8N2·C6F4I2, is driven by halogen bonding. It results in infinite wave-like chains, with the two molecules in a 1:1 mole ratio. Both molecules lie on crystallographic mirror planes, bisecting the central 44BPY C—C bond and passing through two opposite CF groups of 13DITFB. The N...I halogen-bonding interaction is 2.902 (4) Å, and the C—I...N angle is almost linear [175.6 (2)°]. The chain ...13DITFB...44BPY... is polar, with all 13DITFB on the wave crest and all 44BPY at the bottom. This is in contrast to similar complexes obtained on self-assembly of 44BPY with 1,3-dibromotetrafluorobenzene (13DBrTFB), 1,4-diiodotetrafluorobenzene (14DITFB) or 1,2-diiodotetrafluorobenzene (12DITFB), where centrosymmetric wave-like chains are observed.

The effects of halogen bonding and molecular design on the self-assembly of coordination polymers of Mn(iii)-tetraarylporphyrin with axial bridging ligands

CrystEngComm ◽  
2014 ◽  
Vol 16 (36) ◽  
pp. 8327-8333 ◽  
Author(s):  
Goutam Nandi ◽  
Israel Goldberg
Keyword(s):  
Coordination Polymers ◽  
Self Assembly ◽  
Molecular Design ◽  
Halogen Bonding ◽  
Graphite Surface ◽  
The Self ◽  
Bridging Ligands

Two new coordination polymers of Mn(iii)-tetra(iodophenyl)porphyrin with isonicotinate and pyrimidine-5-carboxylate linkers have been synthesized. The effect of halogen-bonding interactions on their self-assembly in the crystalline bulk and on a graphite surface has been discussed.

Halogen bonding controlled 2D self-assembled polymorphism of regioisomeric thienophenanthrene derivatives by coadsorption

2021 ◽  
Author(s):  
Peng Pang ◽  
Yi Wang ◽  
Xinrui Miao ◽  
Bang Li ◽  
Wenli Deng
Keyword(s):  
Hydrogen Bonding ◽  
Formation Mechanism ◽  
Self Assembly ◽  
Halogen Bond ◽  
Bond Formation ◽  
Halogen Bonding ◽  
Supramolecular Assemblies ◽  
The Self ◽  
Self Assembled

Deeply understanding the halogen-bond formation mechanism in surface-supported supramolecular assemblies is under explored compared with the existing knowledge of hydrogen bonding. Here we report the self-assembly of regioisomeric bromine substituted...

scholarly journals Halogen bonding as a key interaction in the self‐assembly of iodinated diphenylalanine peptides

2019 ◽  
Vol 112 (1) ◽  
Author(s):  
Andrea Pizzi ◽  
Luca Catalano ◽  
Nicola Demitri ◽  
Valentina Dichiarante ◽  
Giancarlo Terraneo ◽  
...  
Keyword(s):  
Self Assembly ◽  
Halogen Bonding ◽  
The Self

Co-existing intermolecular halogen bonding, aryl packing and hydrogen bonding in driving the self-assembly process of Keggin polyoxometalates

CrystEngComm ◽  
2005 ◽  
Vol 7 (63) ◽  
pp. 380 ◽  
Author(s):  
Zhangang Han ◽  
Yulong Zhao ◽  
Jun Peng ◽  
Aixiang Tian ◽  
Qun Liu ◽  
...  
Keyword(s):  
Hydrogen Bonding ◽  
Self Assembly ◽  
Halogen Bonding ◽  
The Self ◽  
Assembly Process

scholarly journals Solvent-Dependent Self-Assembly of 4,7-Dibromo-5,6-bis(octyloxy)benzo[c][1,2,5] Thiadiazole on Graphite Surface by Scanning Tunneling Microscopy

2013 ◽  
Vol 2013 ◽  
pp. 1-7 ◽  
Author(s):  
Bao Zha ◽  
Xinrui Miao ◽  
Yijing Li ◽  
Pei Liu ◽  
Kai Miao ◽  
...  
Keyword(s):  
Scanning Tunneling Microscopy ◽  
Self Assembly ◽  
Lamellar Structure ◽  
Octanoic Acid ◽  
Linear Structure ◽  
Halogen Bonding ◽  
The Self ◽  
Scanning Tunneling ◽  
Tunneling Microscopy ◽  
Solvent Molecules

Solvent effect on self-assembly of 4,7-dibromo-5,6-bis(octyloxy)benzo[c][1,2,5] thiadiazole (DBT) on a highly oriented graphite (HOPG) surface was investigated by scanning tunneling microscopy (STM) by using 1-phenyloctane, 1-octanoic acid, and 1-octanol as the solvents. Two different patterns were obtained in 1-phenyloctane and 1-octanoic acid, suggesting that the self-assembly of DBT was solvent dependent. At the 1-phenyloctane/HOPG interface, a linear structure was revealed due to the intermolecular halogen bonding. When 1-octanoic acid and 1-octanol are used as the solvents, the coadsorption of solvent molecules resulting from the hydrogen bonding between DBT and solvent made an important contribution to the formation of a lamellar structure. The results demonstrate that solvents could affect the molecular self-assembly according to the variational intermolecular interactions.

N⋅⋅⋅Br Halogen Bonding: One-Dimensional Infinite Chains through the Self-Assembly of Dibromotetrafluorobenzenes with Dipyridyl Derivatives

2003 ◽  
Vol 9 (16) ◽  
pp. 3974-3983 ◽  
Author(s):  
Alessandra De Santis ◽  
Alessandra Forni ◽  
Rosalba Liantonio ◽  
Pierangelo Metrangolo ◽  
Tullio Pilati ◽  
...  
Keyword(s):  
Self Assembly ◽  
Halogen Bonding ◽  
The Self ◽  
One Dimensional

The Nature of Rapidly Extracted Phycocyanin from the Blue-Green Alga Plectonema Boryanum

1971 ◽  
Vol 29 ◽  
pp. 366-367
Author(s):  
M. Kessel ◽  
R. MacColl
Keyword(s):  
Self Assembly ◽  
Analytical Ultracentrifugation ◽  
Uranyl Acetate ◽  
The Self ◽  
Major Protein ◽  
Subunit Structure ◽  
Blue Green Alga ◽  
Thin Sections ◽  
Blue Green Algae ◽  
Cacodylate Buffer

The major protein of the blue-green algae is the biliprotein, C-phycocyanin (Amax = 620 nm), which is presumed to exist in the cell in the form of distinct aggregates called phycobilisomes. The self-assembly of C-phycocyanin from monomer to hexamer has been extensively studied, but the proposed next step in the assembly of a phycobilisome, the formation of 19s subunits, is completely unknown. We have used electron microscopy and analytical ultracentrifugation in combination with a method for rapid and gentle extraction of phycocyanin to study its subunit structure and assembly.To establish the existence of phycobilisomes, cells of P. boryanum in the log phase of growth, growing at a light intensity of 200 foot candles, were fixed in 2% glutaraldehyde in 0.1M cacodylate buffer, pH 7.0, for 3 hours at 4°C. The cells were post-fixed in 1% OsO4 in the same buffer overnight. Material was stained for 1 hour in uranyl acetate (1%), dehydrated and embedded in araldite and examined in thin sections.

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