Hexagonal array formation by intermolecular halogen bonding using a binary blend of linear building blocks: STM study

2019 ◽  
Vol 55 (27) ◽  
pp. 3955-3958 ◽  
Author(s):  
Yoshihiro Kikkawa ◽  
Mayumi Nagasaki ◽  
Emiko Koyama ◽  
Seiji Tsuzuki ◽  
Kazuhisa Hiratani
Keyword(s):  
Halogen Bonding ◽  
Building Blocks ◽  
Hexagonal Array ◽  
Binary Blend ◽  
Hexagonal Arrays

A bicomponent blend of linear building blocks leads to intermolecular halogen bonding, resulting in the formation of hexagonal arrays.

scholarly journals Fluorinated azobenzenes as supramolecular halogen-bonding building blocks

2019 ◽  
Vol 15 ◽  
pp. 2013-2019 ◽  
Author(s):  
Esther Nieland ◽  
Oliver Weingart ◽  
Bernd M Schmidt
Keyword(s):  
Solid State ◽  
Dft Calculations ◽  
Visible Light ◽  
Half Life ◽  
Photophysical Properties ◽  
Bathochromic Shift ◽  
Halogen Bonding ◽  
Building Blocks ◽  
Partial Overlap

ortho-Fluoroazobenzenes are a remarkable example of bistable photoswitches, addressable by visible light. Symmetrical, highly fluorinated azobenzenes bearing an iodine substituent in para-position were shown to be suitable supramolecular building blocks both in solution and in the solid state in combination with neutral halogen bonding acceptors, such as lutidines. Therefore, we investigate the photochemistry of a series of azobenzene photoswitches. Upon introduction of iodoethynyl groups, the halogen bonding donor properties are significantly strengthened in solution. However, the bathochromic shift of the π→π* band leads to a partial overlap with the n→π* band, making it slightly more difficult to address. The introduction of iodine substituents is furthermore accompanied with a diminishing thermal half-life. A series of three azobenzenes with different halogen bonding donor properties are discussed in relation to their changing photophysical properties, rationalized by DFT calculations.

Halogen-bonding in a new family of tris(haloanilato)metallate(iii) magnetic molecular building blocks

2014 ◽  
Vol 43 (19) ◽  
pp. 7006-7019 ◽  
Author(s):  
Matteo Atzori ◽  
Flavia Artizzu ◽  
Elisa Sessini ◽  
Luciano Marchiò ◽  
Danilo Loche ◽  
...  
Keyword(s):  
Magnetic Properties ◽  
Dft Calculations ◽  
Crystal Structures ◽  
General Formula ◽  
Halogen Bonding ◽  
Building Blocks ◽  
New Family ◽  
Molecular Building Blocks

Here we report on new tris(haloanilato)metallate(iii) complexes with general formula [M(X2An)3]3−, their crystal structures, DFT calculations and magnetic properties.

Functionalized imido-bridged Ti(iv) complexes as new building blocks for supramolecular arrangements: generation of a 1D structure through a Mg–Cl⋯I–C halogen bonding interaction

2013 ◽  
Vol 42 (19) ◽  
pp. 7074 ◽  
Author(s):  
Fernando Vidal ◽  
Mª Angeles Dávila ◽  
Ainhoa San Torcuato ◽  
Pilar Gómez-Sal ◽  
Marta E. G. Mosquera
Keyword(s):  
Halogen Bonding ◽  
Building Blocks ◽  
Bonding Interaction ◽  
Supramolecular Arrangements

scholarly journals Polyhalides as scaffolds for supramolecular, ion-conducting crown ether stacks

2014 ◽  
Vol 70 (a1) ◽  
pp. C634-C634
Author(s):  
Katharina Fromm ◽  
Aurélien Crochet ◽  
Cyrille Dagri ◽  
Yvens Chérémond
Keyword(s):  
Solid State ◽  
Single Crystal ◽  
Crown Ethers ◽  
Halogen Bonding ◽  
Building Blocks ◽  
Channel Formation ◽  
One Dimensional ◽  
Naoh Solution ◽  
Ion Conducting

"Crown ethers, such as dibenzo-18-crown-6 (DB18C6) are in principle perfect building blocks to be stacked on top of each other for one-dimensional (1D) channel formation. However, in the more than 1000 publications on crown ethers in the solid state, only one case was of channel formation described, but not as main focus of research.[1] We now present a way to systematically induce the stacking of DB18C6 with the help of polyhalides, which play the roles of scaffolds via halogen bonding.[2] These compounds can be considered as ""supramolecular straws"". Using for example potassium as couter ion for triiodide for example, we obtained a solid which contains three differently filled, parallel channels in the solid state, which are arranged between the polyhalide anions. Exchanging potassium with sodium by immersion of a single crystal into NaOH solution leads to a single-crystal-to-single-crystal transformation into a compound with two channel types. This transition from a system crystallizing initially in the P2-space group to yield a compound in Pccn is only possible under these very special conditions. We will further present how the ion transport through these channels can be quantified and which process is involved in ion exchange. The role of the polyhalide anions, which cannot be replaced by other linear anions, will be emphasized as well. "

scholarly journals Fluorinated Organic Paramagnetic Building Blocks for Cross-Coupling Reactions

Molecules ◽  
2020 ◽  
Vol 25 (22) ◽  
pp. 5427
Author(s):  
Larisa V. Politanskaya ◽  
Pavel A. Fedyushin ◽  
Tatyana V. Rybalova ◽  
Artem S. Bogomyakov ◽  
Nargiz B. Asanbaeva ◽  
...  
Keyword(s):  
Cross Coupling ◽  
Exchange Interactions ◽  
Halogen Bonding ◽  
Building Blocks ◽  
Coupling Reactions ◽  
Tert Butyl ◽  
Whole Process ◽  
Cross Coupling Reactions ◽  
Intramolecular Exchange ◽  
Tert Butylamine

New stable polyfluorinated nitroxide radicals for use in cross-coupling reactions, namely, N-tert-butyl-N-oxyamino-2,3,5,6-tetrafluoro-4-iodobenzene and N-tert-butyl-N-oxyamino-2,3,5,6-tetrafluoro-4-ethynylbenzene, were prepared from perfluoroiodobenzene. The reaction of the polyfluoro derivative with tert-butylamine under autoclaving conditions leading to the formation of N-tert-butyl-2,3,5,6-tetrafluoro-4-iodoaniline proved to be the key stage of the whole process. The fluorinated tert-butyl iodophenyl nitroxide was found to form in a solid state via N–O···I halogen bonds, a one-dimensional assembly of the radicals. The acceptor role of the nitroxide group in the halogen bonding changes to a donor role when the nitroxide reacts with Cu(hfac)2. In the last case, zero-dimensional assembly prevails, giving a three-spin complex with axial coordinated nitroxide groups and, as a consequence, causing ferromagnetic intramolecular exchange interactions between Cu(II) and radical spins.

Synergistic effects of halogen bond and π–π interactions in thiophene-based building blocks

RSC Advances ◽  
2015 ◽  
Vol 5 (100) ◽  
pp. 82544-82548 ◽  
Author(s):  
Jamey Wilson ◽  
Jon Steven Dal Williams ◽  
Chesney Petkovsek ◽  
Peyton Reves ◽  
Jonah W. Jurss ◽  
...  
Keyword(s):  
Raman Spectroscopy ◽  
Computational Chemistry ◽  
Building Block ◽  
Halogen Bond ◽  
Synergistic Effects ◽  
Supramolecular Assembly ◽  
Halogen Bonding ◽  
Building Blocks ◽  
X Ray ◽  
X Ray Crystallography

The use of a thiophene-based building block (Pyr-T) to achieve a supramolecular assembly driven by halogen bonding (XB) is described. X-ray crystallography, NMR, Raman spectroscopy, and computational chemistry afford evidence of strong XB and π–π stacking.

scholarly journals A Raman Spectroscopic and Computational Study of New Aromatic Pyrimidine-Based Halogen Bond Acceptors

Inorganics ◽  
2019 ◽  
Vol 7 (10) ◽  
pp. 119 ◽  
Author(s):  
Hardin ◽  
Ellington ◽  
Nguyen ◽  
Rheingold ◽  
Tschumper ◽  
...  
Keyword(s):  
Self Assembly ◽  
Density Functional ◽  
Computational Study ◽  
Halogen Bond ◽  
Normal Modes ◽  
Halogen Bonding ◽  
Building Blocks ◽  
Molecular Assembly ◽  
X Ray ◽  
X Ray Crystallography

Two new aromatic pyrimidine-based derivatives designed specifically for halogen bond directed self-assembly are investigated through a combination of high-resolution Raman spectroscopy, X-ray crystallography, and computational quantum chemistry. The vibrational frequencies of these new molecular building blocks, pyrimidine capped with furan (PrmF) and thiophene (PrmT), are compared to those previously assigned for pyrimidine (Prm). The modifications affect only a select few of the normal modes of Prm, most noticeably its signature ring breathing mode, ν1. Structural analyses afforded by X-ray crystallography, and computed interaction energies from density functional theory computations indicate that, although weak hydrogen bonding (C–H···O or C–H···N interactions) is present in these pyrimidine-based solid-state co-crystals, halogen bonding and π-stacking interactions play more dominant roles in driving their molecular-assembly.

Solvophobic interaction promoted supramolecular helical assembly of building blocks of weak intermolecular halogen bonding

2021 ◽  
Vol 57 (14) ◽  
pp. 1802-1805
Author(s):  
Xiaosheng Yan ◽  
Jinlian Cao ◽  
Yanhan Zhang ◽  
Peimin Weng ◽  
Daiyu Miao ◽  
...  
Keyword(s):  
Hydrophobic Interaction ◽  
Halogen Bonding ◽  
Building Blocks ◽  
Helical Polymers

Bromination of β-turn structured bis(N-amidothiourea) facilitates the formation of supramolecular helical polymers in water through halogen bonding and hydrophobic interaction, exhibiting an unusual negative nonlinear CD-ee dependence.

One-Pot Route to X-perfluoroarenes (X = Br, I) Based on FeIII-Assisted C–F Functionalization and Utilization of These Arenes as Building Blocks for Crystal Engineering Involving Halogen Bonding

2020 ◽  
Vol 20 (9) ◽  
pp. 5908-5921 ◽  
Author(s):  
Anton V. Rozhkov ◽  
Anastasiya A. Eliseeva ◽  
Sergey V. Baykov ◽  
Bartomeu Galmés ◽  
Antonio Frontera ◽  
...  
Keyword(s):  
Crystal Engineering ◽  
Halogen Bonding ◽  
Building Blocks ◽  
One Pot

scholarly journals Cobaloximes as Building Blocks in Halogen-Bonded Cocrystals

Materials ◽  
2020 ◽  
Vol 13 (10) ◽  
pp. 2370
Author(s):  
Nikola Bedeković ◽  
Valentina Martinez ◽  
Edi Topić ◽  
Vladimir Stilinović ◽  
Dominik Cinčić
Keyword(s):  
Single Crystal ◽  
Halogen Bond ◽  
Halogen Bonding ◽  
Building Blocks ◽  
X Ray Diffraction ◽  
X Ray ◽  
Organic Halogen ◽  
Metal Organic

In this work, we explore the halogen-bonded cocrystallization potential of cobaloxime complexes in the synthesis of cocrystals with perhalogenated benzenes. We demonstrate a strategy for synthesizing halogen-bonded metal–organic cocrystals by utilizing cobaloximes whose pendant bromide group and oxime oxygen enable halogen bonding. By combining three well-known halogen bond donor molecules differing in binding geometry and composition with three cobaloxime units, we obtained a total of four previously unreported cocrystals. Single crystal X-ray diffraction experiments showed that the majority of obtained cocrystals exhibited the formation of the targeted I···O and I···Br motives. These results illustrate the potential of cobaloximes as halogen bond acceptors and indicate that this type of halogen bond acceptors may offer a novel route to metal–organic halogen-bonded cocrystals.

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