Molecular self-assembly composed of aromatic hydrogen-bond donor[ndash ]acceptor complexes

1997 ◽  
Vol 93 (21) ◽  
pp. 3813-3817 ◽  
Author(s):  
Tetsuo Koyama ◽  
Akihiro Wakisaka
Keyword(s):  
Hydrogen Bond ◽  
Self Assembly ◽  
Hydrogen Bond Donor ◽  
Aromatic Hydrogen

scholarly journals An Investigation of Five Component [3+2] Self-Assembled Cage Formation Using amidinium...carboxylate Hydrogen Bonds

2021 ◽  
Author(s):  
Chriso Thomas ◽  
Emer Foyle ◽  
Samuel Walker ◽  
Nicholas White
Keyword(s):  
Hydrogen Bond ◽  
Self Assembly ◽  
Solvent Mixtures ◽  
Hydrogen Bond Donor ◽  
Cage Structure ◽  
Hydrogen Bond Acceptor ◽  
X Ray ◽  
Hydrogen Bonding Interactions ◽  
The Individual ◽  
And Diffusion

The assembly of hydrogen bonded cages using amidinium∙∙∙carboxylate hydrogen bonding interactions was investigated. A new tris-amidinium hydrogen bond donor tecton based on a tetraphenylmethane scaffold was prepared and its self–assembly with the terephthalate anion studied, and a new tricarboxylate hydrogen bond acceptor tecton was synthesized and its assembly with the 1,3-benzenebis(amidinium) hydrogen bond donor explored. In both cases, molecular modelling indicated that the formation of the cages was geometrically feasible and 1H NMR spectroscopic evidence was consistent with interactions between the components in competitive d6- DMSO solvent mixtures. DOSY NMR spectroscopy of both systems indicated that both components diffuse at the same rate as each other, and diffusion coefficients were consistent with cage formation, and with the formation of assemblies significantly larger than the individual components. An X-ray crystal structure showed that one of the assemblies did not have the desired cage structure in the solid state

Self-Assembly of a Water-Soluble Tricyclic Heterocycle into J-Type Rosette Nanotubes

2011 ◽  
Vol 1312 ◽  
Author(s):  
Gabor Borzsonyi ◽  
Rachel L. Beingessner ◽  
Takeshi Yamazaki ◽  
Jae-Young Cho ◽  
Andrew J. Myles ◽  
...  
Keyword(s):  
Hydrogen Bond ◽  
Self Assembly ◽  
Pyridine Ring ◽  
Molecular Wires ◽  
Water Soluble ◽  
Hydrogen Bond Donor ◽  
Electrically Conducting ◽  
Rosette Nanotubes ◽  
Donor Acceptor ◽  
Inner Diameter

ABSTRACTThe synthesis and self-assembly of a water-soluble, tricyclic, self-complementary heterocycle that features the hydrogen bond donor-acceptor arrays of both guanine (G) and cytosine (C) juxtaposed between a pyridine ring is presented. In solution, this tricycle, which has been termed xK1, self-assembles into Rosette Nanotubes (RNTs) that have an inner diameter of 1.4 nm. Unlike the RNTs formed from the bicyclic congener K1, we demonstrate that xK1 with its extended ð system, forms a J-type RNT assembly determined through UV-Vis, CD and fluorescence spectroscopy experiments. This observation brings the possibility of developing electrically conducting RNTs for applications in the areas of photovoltaics and molecular wires.

scholarly journals ‘Frustrated’ hydrogen bond mediated amphiphile self-assembly – a solid state study

CrystEngComm ◽  
2016 ◽  
Vol 18 (37) ◽  
pp. 7021-7028 ◽  
Author(s):  
Laura R. Blackholly ◽  
Helena J. Shepherd ◽  
Jennifer R. Hiscock
Keyword(s):  
Hydrogen Bond ◽  
Solid State ◽  
Self Assembly ◽  
Hydrogen Bond Donor ◽  
System P ◽  
State Study ◽  
Counter Cation ◽  
Self Assembled ◽  
Hydrogen Bonded

The effects of hydrogen bond donor acidity and counter cation within a ‘frustrated’ self-assembled, hydrogen bonded system.

N-Tosyl-L-proline benzene hemisolvate: a rare example of a hydrogen-bonded carboxylic acid dimer with symmetrically disordered H atoms

2019 ◽  
Vol 75 (9) ◽  
pp. 1228-1233
Author(s):  
Joanna Wojnarska ◽  
Katarzyna Ostrowska ◽  
Marlena Gryl ◽  
Katarzyna Marta Stadnicka
Keyword(s):  
Hydrogen Bond ◽  
Carboxylic Acid ◽  
Self Assembly ◽  
Acid Group ◽  
Benzene Molecule ◽  
Noncovalent Interaction ◽  
Hydrogen Bond Donor ◽  
Donor And Acceptor ◽  
Carboxylic Acid Dimer ◽  
Hydrogen Bonded

The carboxylic acid group is an example of a functional group which possess a good hydrogen-bond donor (–OH) and acceptor (C=O). For this reason, carboxylic acids have a tendency to self-assembly by the formation of hydrogen bonds between the donor and acceptor sites. We present here the crystal structure of N-tosyl-L-proline (TPOH) benzene hemisolvate {systematic name: (2S)-1-[(4-methylbenzene)sulfonyl]pyrrolidine-2-carboxylic acid benzene hemisolvate}, C12H15NO4S·0.5C6H6, (I), in which a cyclic R 2 2(8) hydrogen-bonded carboxylic acid dimer with a strong O—(1 \over 2H)...(1 \over 2H)—O hydrogen bond is observed. The compound was characterized by single-crystal X-ray diffraction and NMR spectroscopy, and crystallizes in the space group I2 with half a benzene molecule and one TPOH molecule in the asymmetric unit. The H atom of the carboxyl OH group is disordered over a twofold axis. An analysis of the intermolecular interactions using the noncovalent interaction (NCI) index showed that the TPOH molecules form dimers due to the strong O—(1 \over 2H)...(1 \over 2H)—O hydrogen bond, while the packing of the benzene solvent molecules is governed by weak dispersive interactions. A search of the Cambridge Structural Database revealed that the disordered dimeric motif observed in (I) was found previously only in six crystal structures.

scholarly journals An Investigation of Five Component [3+2] Self-Assembled Cage Formation Using amidinium...carboxylate Hydrogen Bonds

2021 ◽  
Author(s):  
Chriso Thomas ◽  
Emer Foyle ◽  
Samuel Walker ◽  
Nicholas White
Keyword(s):  
Hydrogen Bond ◽  
Self Assembly ◽  
Solvent Mixtures ◽  
Hydrogen Bond Donor ◽  
Cage Structure ◽  
Hydrogen Bond Acceptor ◽  
X Ray ◽  
Hydrogen Bonding Interactions ◽  
The Individual ◽  
And Diffusion

The assembly of hydrogen bonded cages using amidinium∙∙∙carboxylate hydrogen bonding interactions was investigated. A new tris-amidinium hydrogen bond donor tecton based on a tetraphenylmethane scaffold was prepared and its self–assembly with the terephthalate anion studied, and a new tricarboxylate hydrogen bond acceptor tecton was synthesized and its assembly with the 1,3-benzenebis(amidinium) hydrogen bond donor explored. In both cases, molecular modelling indicated that the formation of the cages was geometrically feasible and 1H NMR spectroscopic evidence was consistent with interactions between the components in competitive d6- DMSO solvent mixtures. DOSY NMR spectroscopy of both systems indicated that both components diffuse at the same rate as each other, and diffusion coefficients were consistent with cage formation, and with the formation of assemblies significantly larger than the individual components. An X-ray crystal structure showed that one of the assemblies did not have the desired cage structure in the solid state

Aliphatic Carboxylic Acid as Hydrogen-Bond Donor for Converting CO2 and Epoxide into Cyclic Carbonate under Mild Conditions

2021 ◽  
Author(s):  
Zheng Wang ◽  
Yajun Wang ◽  
Qianjie Xie ◽  
Zhiying Fan ◽  
Yehua Shen
Keyword(s):  
Hydrogen Bond ◽  
Carboxylic Acid ◽  
Value Added ◽  
Cyclic Carbonate ◽  
Hydrogen Bond Donor ◽  
Title Reaction ◽  
Aliphatic Carboxylic Acid ◽  
Mild Conditions ◽  
Atmospheric Carbon

The coupling of CO2 and epoxide is promising way to reduce atmospheric carbon by converting it into value-added cyclic carbonate. Pursuing efficient catalysts is highly attractive for the title reaction....

Role of the hydrogen bond donor component for a proper development of novel hydrophobic deep eutectic solvents

2019 ◽  
Vol 281 ◽  
pp. 423-430 ◽  
Author(s):  
Matteo Tiecco ◽  
Federico Cappellini ◽  
Francesco Nicoletti ◽  
Tiziana Del Giacco ◽  
Raimondo Germani ◽  
...  
Keyword(s):  
Hydrogen Bond ◽  
Deep Eutectic Solvents ◽  
Hydrogen Bond Donor
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