Syntheses and applications of furanyl-functionalised 2,2’:6’,2’’-terpyridines

Husson, Jérôme; Knorr, Michael

doi:10.3762/bjoc.8.41

Cited by 29 publications

(14 citation statements)

References 55 publications

Supporting

Mentioning

Contrasting

Unclassified

Order By: Relevance

“…The tridentate ligand 2,2′;6′,2″‐terpyridine, discovered by Morgan and Burstall, has superb complexing properties towards various main group, transition metal and lanthanide cations. The metal complexes formed are stable due to the thermodynamic chelate effect of the terpyridine ligand and the σ‐donor/π‐acceptor traits of metal–N pyridine dative bonds . An advantage of these ligands is the ease of incorporating different substituents onto the terpyridine core to fine‐tune them and they can be used in the synthesis of complexes with wide‐ranging applications .…”

Section: Introductionmentioning

confidence: 99%

Synthesis, characterization, antimicrobial screening and DNA binding of novel silver(I)–thienylterpyridine and silver(I)–furylterpyridine complexes

Njogu

Martincigh

Omondi

et al. 2018

Applied Organom Chemis

View full text Add to dashboard Cite

Six new silver(I) complexes, [(AgL1) 2 ](ClO 4 ) 2 (1), [(AgOTfL1) 2 ] (2), [(AgO 2 CF 3 L1) 2 ] (3), [AgL2](ClO 4 ) 2 (4), [(AgOTfL2) 2 ] (5) and [(AgO 2 CF 3 L2) 2 ] (6), were synthesized by reaction of 4′-(2-thienyl)-2,2′;6′,2″-terpyridine (L1)or 4′-(2-furyl)-2,2′;6′,2″-terpyridine (L2) with the respective silver salts, i.e. AgClO 4 , AgOTf or AgTFA. The complexes are dinuclear of the type Ag 2 L 2 in which the two ligands utilize the pyridinyl N atoms from the central rings and one of the peripheral rings to coordinate to one of the silver(I) centres while the remaining pyridinyl N atoms coordinate to the second silver(I) centre. Complexes 2 and 5 have the trifluoromethanesulfonate anion remotely coordinating via a single O atom while complex 3 has the trifluoroacetate anion coordinating to a single silver(I) centre in a bidentate mode. The perchlorate anion in complex 4 is excluded from the silver(I) coordination sphere.All complexes demonstrate moderate to high antimicrobial activity against the Gram-negative bacteria Escherichia coli and Salmonella typhimirium and the fungus Candida albicans. Complexes 1-6 interact strongly with salmon testes DNA as indicated by the steady increase in the relative viscosity of DNA solutions with increasing concentration of the silver(I) complexes and the relatively large intrinsic binding constants measured. There was substantial hyperchromism and hypsochromism recorded in solutions of complexes 1-6 with increasing concentration of salmon testes DNA. Complexes 1-6 interact with DNA via intercalation, and groove and external binding.

show abstract

Section: Introductionmentioning

confidence: 99%

Synthesis, characterization, antimicrobial screening and DNA binding of novel silver(I)–thienylterpyridine and silver(I)–furylterpyridine complexes

Njogu

Martincigh

Omondi

et al. 2018

Applied Organom Chemis

View full text Add to dashboard Cite

show abstract

“…It has been established that 2,2’:6’,2’’‐terpyridine has low quantum yield fluorescence and significant emission can be achieved after specific modification of the terpyridine, especially by introducing substituent at the 4’‐position . Huang et al.…”

Section: Introductionmentioning

confidence: 99%

“…It has been established that 2,2':6',2''-terpyridine has low quantum yield fluorescence [1] and significant emission can be achieved after specific modification of the terpyridine, [2] especially by introducing substituent at the 4'-position. [3][4][5][6] Huang et al also reported that intermolecular hydrogen bonds play an essential role in forming supramolcular networks of 4'chloro-2,2':6',2''-terpyridine hexafluorophosphorate in the solid state. [7] Terpyridine (terpy) is generally known to form trans-trans conformation.…”

Section: Introductionmentioning

confidence: 99%

Anion Influence of Emission Properties and DFT Calculations of Diprotonated and Triprotonated Terpyridines

et al. 2019

View full text Add to dashboard Cite

Intense blue emissions were obtained by the interaction between protonated pyridine rings and the adjacent anion or adjacent PF6−. These compounds possess hydrogen bonds, which restrain the nonradiative decay to produce strong emission. By reacting of (L=terpy, tterpy and Clterpy) with a variety of acid (HF, HCl, HBr, H2SO4 and H3PO4) in water, triprotonated and diprotonated compounds [LH3]3+ and [LH2]2+were prepared. Abbreviations used are terpy=2,2’:6’,2’’‐terpyridine, tterpy=4’‐(4‐tolyl)‐2,2’:6’,2’’‐terpyridine and Clterpy=4’‐Chloro‐2,2’:6’,2’’‐terpyridine. Intense emission in acetonitrile (Φ = 0.30) was obtained by attaching two protons to the nitrogen in [(tterpyH2)H2O]2+ and intermolecular hydrogen bonds to the two adjacent F− atoms in PF6−.

show abstract

“…This article describes the preparation of new alkyl-functionalized terpyridines through the N-alkylation of a pyrrole moiety attached to the terpyridine scaffold. This methodology was selected owing to the fact that terpyridines containing five-membered heterocycles are easily prepared [8,9] and the pyrrole ring can be easily modified at the N-atom [10].…”

Section: Introductionmentioning

confidence: 99%

Synthesis of new 4′-(N-alkylpyrrol-2-yl)-2,2′: 6′,2″-terpyridines via N-alkylation of a pyrrole moiety

Husson

Guyard

2015

Heterocyclic Communications

Self Cite

View full text Add to dashboard Cite

show abstract

Syntheses and applications of furanyl-functionalised 2,2’:6’,2’’-terpyridines

Cited by 29 publications

References 55 publications

Synthesis, characterization, antimicrobial screening and DNA binding of novel silver(I)–thienylterpyridine and silver(I)–furylterpyridine complexes

Synthesis, characterization, antimicrobial screening and DNA binding of novel silver(I)–thienylterpyridine and silver(I)–furylterpyridine complexes

Anion Influence of Emission Properties and DFT Calculations of Diprotonated and Triprotonated Terpyridines

Synthesis of new 4′-(N-alkylpyrrol-2-yl)-2,2′: 6′,2″-terpyridines via N-alkylation of a pyrrole moiety

Contact Info

Product

Resources

About