Structural and thermal properties of three cyano-substituted azoderivatives of β-diketones

Mahmudov, Kamran T.; Kopylovich, Maximilian N.; Luzyanin, Konstantin V.; Mizar, Archana; Silva, M. Fátima C. Guedes da; André, Vânia; Pombeiro, Armando J. L.

doi:10.1016/j.molstruc.2011.02.045

Cited by 10 publications

(2 citation statements)

References 32 publications

Supporting

Mentioning

Contrasting

Order By: Relevance

“…He has authored one book,o ver 600 research publications, and 33 patents, edited four books, and presented over 100 invited lectures at internationalc onferences.H is work has received over 14 000 citations (h-index = 56;W eb of Science). [6] The most well-established cases of RAHB( Scheme3)i nclude intramolecular Hbonds in b-diketones (I), [24,[40][41][42] b-enaminones (II), [24,[40][41][42]46] Schiff bases (III), [47][48][49][50] b-enaminoimines (IV), [51][52][53][54] hydrazones (V and VI), [55][56][57] formazans (VII), [58][59][60] 1,3,5-triazapentadienes (VIII), [61][62][63] orthosubstituted aromatic compounds (IX-XII), [64][65][66] oximes (XIII-XVI), [29,[67][68][69] mercaptans (or thiols) (XVII-XIX), [70][71][72] thioketones (XX-XXII), [73][74][75] selenones or tellurones (XXIII and XXIV), [76][77][78][79][80]…”

Section: Introductionmentioning

confidence: 99%

“…A variety of heteroconjugated RAHB systems was studied with the aim of determining crystal engineering rules for the production of materials with potential practical applications . The most well‐established cases of RAHB (Scheme ) include intramolecular H‐bonds in β‐diketones ( I ), β‐enaminones ( II ), Schiff bases ( III ), β‐enaminoimines ( IV ), hydrazones ( V and VI ), formazans ( VII ), 1,3,5‐triazapentadienes ( VIII ), ortho ‐substituted aromatic compounds ( IX – XII ), oximes ( XIII – XVI ), mercaptans (or thiols) ( XVII – XIX ), thioketones ( XX – XXII ), selenones or tellurones ( XXIII and XXIV ), and 8‐ or 10‐membered RAHB system containing compounds ( XXV and XXVI ) . These RAHB moieties are ubiquitous in various fields, including organic and inorganic synthesis, crystal growth and design, supramolecular chemistry, medicinal chemistry, and materials chemistry, and have been used in the activation of covalent bonds, crystal engineering, dynamic combinatorial chemistry, molecular recognition, E / Z isomeric resolution, racemization/epimerization of amino acids, solvatochromism, and liquid‐crystalline materials, among other applications.…”

Section: Introductionmentioning

confidence: 99%

See 1 more Smart Citation

Resonance‐Assisted Hydrogen Bonding as a Driving Force in Synthesis and a Synthon in the Design of Materials

Mahmudov

Pombeiro

2016

Chemistry A European J

Self Cite

145

100

View full text Add to dashboard Cite

Resonance-assisted hydrogen bonding (RAHB), a concept introduced by Gilli and co-workers in 1989, concerns a kind of intramolecular H-bonding strengthened by a conjugated π-system, usually in 6-, 8-, or 10-membered rings. This Review highlights the involvement of RAHB as a driving force in the synthesis of organic, coordination, and organometallic compounds, as a handy tool in the activation of covalent bonds, and in starting moieties for synthetic transformations. The unique roles of RAHB in molecular recognition and switches, E/Z isomeric resolution, racemization and epimerization of amino acids and chiral amino alcohols, solvatochromism, liquid-crystalline compounds, and in synthons for crystal engineering and polymer materials are also discussed. The Review can provide practical guidance for synthetic chemists that are interested in exploring and further developing RAHB-assisted synthesis and design of materials.

show abstract

Section: Introductionmentioning

confidence: 99%

Section: Introductionmentioning

confidence: 99%

Resonance‐Assisted Hydrogen Bonding as a Driving Force in Synthesis and a Synthon in the Design of Materials

Mahmudov

Pombeiro

2016

Chemistry A European J

Self Cite

145

100

View full text Add to dashboard Cite

show abstract

Interplay between Resonance‐Assisted Hydrogen Bonding and Coordination in Sulfo‐Functionalized Arylhydrazones of Active Methylene Compounds

Mahmudov¹,

Kopylovich²,

Silva³

et al. 2014

ChemPlusChem

Self Cite

View full text Add to dashboard Cite

The interaction of sodium(I) and copper(II) with sodium (E,Z)‐2‐[2‐(1‐cyano‐2‐methoxy‐2‐oxoethylidene)hydrazinyl]benzenesulfonate (NaHL1), sodium 4‐[2‐(2,4‐dioxopentan‐3‐ylidene)hydrazinyl]benzenesulfonate (NaHL2), and sodium 2‐[2‐(2,4‐dioxopentan‐3‐ylidene)hydrazinyl]benzenesulfonate (NaHL3) is studied on the basis of competition between intra‐ and intermolecular hydrogen bonding and coordination. The interplay between such interactions provides an unprecedented strategy towards an easy ((E,Z)→E or Z) isomeric resolution of NaHL1 to give the new coordination polymers [Na(H2O)2(μ‐HL1)]n (1) (E form) and [Na2(H2O)4(μ‐HL1)2]n⋅nH2O (2) (Z form). It is also applied to the synthesis of the new compounds [Cu(H2O)6](HL2)2⋅4 H2O (3) and [Cu(A)L3]⋅H2O (4) (A=2‐(pyridin‐2‐yl)ethanol). The intra‐ and intermolecular structural relevance of hydrogen bonding is detailed by X‐ray diffraction.

show abstract

Coordination chemistry of arylhydrazones of methylene active compounds

Mahmudov

Kopylovich

Pombeiro

2013

Coordination Chemistry Reviews

101

View full text Add to dashboard Cite

Structural and thermal properties of three cyano-substituted azoderivatives of β-diketones

Cited by 10 publications

References 32 publications

Resonance‐Assisted Hydrogen Bonding as a Driving Force in Synthesis and a Synthon in the Design of Materials

Resonance‐Assisted Hydrogen Bonding as a Driving Force in Synthesis and a Synthon in the Design of Materials

Interplay between Resonance‐Assisted Hydrogen Bonding and Coordination in Sulfo‐Functionalized Arylhydrazones of Active Methylene Compounds

Coordination chemistry of arylhydrazones of methylene active compounds

Contact Info

Product

Resources

About