Supramolecular assembly of anion-channel and anion-layer structures of [PtL4]X2 (L=nicotinamide; X=Cl or PF6): surprisingly robust arene ring ‘herringbone’ motifs and adaptable amide–amide hydrogen bonding

1998 ◽  
Vol 22 (12) ◽  
pp. 1315-1318 ◽  
Author(s):  
Juan C. Mareque Rivas ◽  
Lee Brammer
Keyword(s):  
Hydrogen Bonding ◽  
Supramolecular Assembly ◽  
Anion Channel ◽  
Amide Hydrogen ◽  
Anion Layer ◽  
Layer Structures

Chiral anionic layers in tartramide spiroborate salts and variable solvation for [NR 4][B(TarNH2)2] (R = Et, Pr or Bu)

2020 ◽  
Vol 76 (7) ◽  
pp. 695-705
Author(s):  
Aristyo Soecipto ◽  
Lawrence W.-Y. Wong ◽  
Herman H.-Y. Sung ◽  
Ian D. Williams
Keyword(s):  
Hydrogen Bonding ◽  
Self Assembly ◽  
Interfacial Area ◽  
Intermolecular Hydrogen Bonding ◽  
Two Dimensional ◽  
Salt Hydrate ◽  
Anion Layer ◽  
Cation Layer ◽  
Layer Structures ◽  
Solvent Molecules

The spiroborate anion, namely, 2,3,7,8-tetracarboxamido-1,4,6,9-tetraoxa-5λ4-boraspiro[4.4]nonane, [B(TarNH2)2]−, derived from the diol L-tartramide TarNH2, [CH(O)(CONH2)]2, shows a novel self-assembly into two-dimensional (2D) layer structures in its salts with alkylammonium cations, [NR 4]+ (R = Et, Pr and Bu), and sparteinium, [HSpa]+, in which the cations and anions are segregated. The structures of four such salts are reported, namely, the tetrapropylazanium salt, C12H28N+·C8H12BN4O8 −, the tetraethylazanium salt hydrate, C8H20N+·C8H12BN4O8 −·6.375H2O, the tetrabutylazanium salt as the ethanol monosolvate hemihydrate, C16H36N+·C8H12BN4O8 −·C2H5OH·0.5H2O, and the sparteinium (7-aza-15-azoniatetracyclo[7.7.1.02,7.010,15]heptadecane) salt as the ethanol monosolvate, C15H27N2 +·C8H12BN4O8 −·C2H5OH. The 2D anion layers have preserved intermolecular hydrogen bonding between the amide groups and a typical metric repeat of around 10 × 15 Å. The constraint of matching the interfacial area organizes the cations into quite different solvated arrangements, i.e. the [NEt4] salt is highly hydrated with around 6.5H2O per cation, the [NPr4] salt apparently has a good metric match to the anion layer and is unsolvated, whilst the [NBu4] salt is intermediate and has EtOH and H2O in its cation layer, which is similar to the arrangement for the chiral [HSpa]+ cation. This family of salts shows highly organized chiral space and offers potential for the resolution of both chiral cations and neutral chiral solvent molecules.

Rietveld refinement of the cocrystal 2,4-dihydroxybenzoic acid–N′-(propan-2-ylidene)nicotinohydrazide (1/1)

2012 ◽  
Vol 68 (9) ◽  
pp. o335-o337 ◽  
Author(s):  
Saul H. Lapidus ◽  
Andreas Lemmerer ◽  
Joel Bernstein ◽  
Peter W. Stephens
Keyword(s):  
Hydrogen Bond ◽  
Hydrogen Bonding ◽  
Powder Diffraction ◽  
Supramolecular Assembly ◽  
Covalent Bond ◽  
Analytical Tool ◽  
Powder Diffraction Data ◽  
Dihydroxybenzoic Acid ◽  
Bond Forming ◽  
Hydrogen Bond Interactions

A further example of using a covalent-bond-forming reaction to alter supramolecular assembly by modification of hydrogen-bonding possibilities is presented. This concept was introduced by Lemmerer, Bernstein & Kahlenberg [CrystEngComm(2011),13, 55–59]. The title structure, C9H11N3O·C7H6O4, which consists of a reacted niazid molecule,viz.N′-(propan-2-ylidene)nicotinohydrazide, and 2,4-dihydroxybenzoic acid, was solved from powder diffraction data using simulated annealing. The results further demonstrate the relevance and utility of powder diffraction as an analytical tool in the study of cocrystals and their hydrogen-bond interactions.

Enhanced intramolecular amide-amide hydrogen bonding through cooperativity

1996 ◽  
Vol 37 (13) ◽  
pp. 2189-2192 ◽  
Author(s):  
Benjamin W. Gung ◽  
Zhaohai Zhu
Keyword(s):  
Hydrogen Bonding ◽  
Amide Hydrogen

Synthesis of 1,2-Diamine Bifunctional Catalysts for the Direct Aldol Reaction Through Probing the Remote Amide Hydrogen

2019 ◽  
Vol 6 (2) ◽  
pp. 171-176
Author(s):  
Rajasekhar Dodda ◽  
Sampak Samanta ◽  
Matthew Su ◽  
John Cong-Gui Zhao
Keyword(s):  
Hydrogen Bonding ◽  
Catalytic Activity ◽  
Aldol Reaction ◽  
Catalytic Efficiency ◽  
Aldol Reactions ◽  
Catalyst Loading ◽  
Bifunctional Catalysts ◽  
Amide Hydrogen ◽  
Highly Efficient ◽  
Direct Aldol Reaction

Background: While proline can catalyze the asymmetric direct aldol reactions, its catalytic activity and catalyst turnover are both low. To improve the catalytic efficiency, many prolinebased organocatalysts have been developed. In this regard, prolinamide-based bifunctional catalysts have been demonstrated by us and others to be highly efficient catalysts for the direct aldol reactions. Results: Using the β-acetamido- and β-tosylamidoprolinamide catalysts, the highly enantio- and diastereoselective direct aldol reactions between enolizable ketones and aldehydes were achieved (up to >99% ee, 98:2 dr). A low catalyst loading of only 2-5 mol % of the β-tosylamidoprolinamide catalyst was needed to obtain the desired aldol products in good to high yields and high stereoselectivities. Methods: By carefully adjusting the hydrogen bonding ability of the remote β-amide hydrogen of the 1,2-diamine-based prolinamide bifunctional catalysts, the catalytic activity and the asymmetric induction of these catalysts were significantly improved for the direct aldol reaction between aldehydes and enolizable ketones. Conclusion: Some highly efficient 1,2-diamine-based bifunctional prolinamide catalysts have been developed through probing the remote β-amide hydrogen for its hydrogen bonding capability. These catalysts are easy to synthesize and high enantioselectivities may be achieved at very low catalyst loadings.

Insights into supramolecular assembly formation of pyridine tetrazolium and aromatic acid assisted via hydrogen-bonding

2020 ◽  
Vol 1206 ◽  
pp. 127697
Author(s):  
Yunlei Fu ◽  
Mingjuan Zhang ◽  
Huiqi Qu ◽  
Kang Liu ◽  
Zhaoxiang Zhang ◽  
...  
Keyword(s):  
Hydrogen Bonding ◽  
Supramolecular Assembly ◽  
Aromatic Acid

Do hydrogen bonding and noncovalent interactions stabilize nicotinamide-picric acid cocrystal supramolecular assembly?

2019 ◽  
Vol 1195 ◽  
pp. 827-838 ◽  
Author(s):  
U. Likhitha ◽  
B. Narayana ◽  
B.K. Sarojini ◽  
Anupam G. Lobo ◽  
Gopal Sharma ◽  
...  
Keyword(s):  
Hydrogen Bonding ◽  
Noncovalent Interactions ◽  
Picric Acid ◽  
Supramolecular Assembly

Tuning solid state luminescent properties in a hydrogen bonding-directed supramolecular assembly of bis-cyclometalated iridium(iii) ethylenediamine complexes

2012 ◽  
Vol 41 (16) ◽  
pp. 4919 ◽  
Author(s):  
Anna Maria Talarico ◽  
Elisabeta Ildyko Szerb ◽  
Teresa F. Mastropietro ◽  
Iolinda Aiello ◽  
Alessandra Crispini ◽  
...  
Keyword(s):  
Hydrogen Bonding ◽  
Solid State ◽  
Supramolecular Assembly ◽  
Luminescent Properties
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