Development of supramolecular structure through alkylation of pendant pyridyl functionality

Constable, Edwin C.; Housecroft, Catherine E.; Neuburger, Markus; Phillips, David; Raithby, Paul R.; Schofield, Emma R.; Sparr, Emma; Tocher, Derek A.; Zehnder, Margareta; Zimmermann, Yves

doi:10.1039/b000940g

Cited by 148 publications

(106 citation statements)

References 11 publications

Supporting

Mentioning

Contrasting

Order By: Relevance

“…The lowest-energy electronic transition occurs at 564 nm, which correlates well with the 551 nm transition found in [Fe(tpy) 2 ](PF 6 ) 2 . 30 Moreover, the 13 nm red shift of 6 as compared to that of the unthiolated analogue is in agreement with the results reported by Constable et al 31 and Fallahpour et al, 32 which indicate that substitution at the 4′ position always red shifts the lowest-energy transition of a [Fe(tpy) 2 ] 2+ chromophore, regardless of whether the substituent is electron-donating or -accepting. Further electronic transitions in 6 occur at 317, 282, and 242 nm.…”

supporting

confidence: 89%

“…The combined organic extracts were washed with water (1 × 75 mL) and brine (1 × 75 mL), dried over MgSO 4 , and evaporated to yield a pink solid. The product was purified over silica, using EtOAc/hexanes, 30 . Protected precursor 4 (600 mg, 0.732 mmol) was suspended in a solution of AgNO 3 (1.24 g, 7.30 mmol) in MeOH (80 mL) and stirred vigorously for 1 h in the dark.…”

mentioning

confidence: 99%

See 1 more Smart Citation

A [4Fe−4S] Cluster Dimer Bridged by Bis(2,2′:6′,2″-terpyridine-4′-thiolato)iron(II)

et al. 2008

View full text Add to dashboard Cite

show abstract

supporting

confidence: 89%

mentioning

confidence: 99%

A [4Fe−4S] Cluster Dimer Bridged by Bis(2,2′:6′,2″-terpyridine-4′-thiolato)iron(II)

et al. 2008

View full text Add to dashboard Cite

show abstract

“…Pyridine functionalities have been widely studied [1,2] and widely used [3][4][5][6] but still generate much interest due to their wide range of application in medicinal chemistry [7][8][9][10][11]. The naturally occurring B6-vitamins pyridoxine, pyrodoxal, pyridoxamine and codecarbaxylase contain a pyridine nucleus [12].…”

Section: Inroductionmentioning

confidence: 99%

Synthesis and Antimicrobial Screening 6-Aryl-2-(Amino/Methoxy)-4-[(4′-Difluoro Methoxy) (3′-Hydroxy) Phenyl] Nicotinonitrile

Bhadani¹,

Patel²,

Purohit³

et al. 2015

ILCPA

View full text Add to dashboard Cite

A series of an easy and efficient route for the synthesis of some new 2-amino-3-cyanopyridine (4a-4i) and 2-methoxy-3-cyanopyridine (5a-5i) derivatives were synthesized through the reaction of various chalcone (3a-3i) with malononitrile in presence of ammonium acetate and sodium methoxide, respectively. The constitutions of the all synthesized compounds have been established by the IR, 1H-NMR, Mass spectral data and Elemental analysis. Furthermore, all the synthesized products were screened for their antimicrobial activity. INRODUCTIONPyridine functionalities have been widely studied [1,2] and widely used [3-6] but still generate much interest due to their wide range of application in medicinal chemistry [7][8][9][10][11]. The naturally occurring B6-vitamins pyridoxine, pyrodoxal, pyridoxamine and codecarbaxylase contain a pyridine nucleus [12]. Pyridine derivatives have been used as herbicides [13] [23]. Most derivatives are prepared by manipulation of pyridine and its simple homologues in a manner similar to chemistry of the benzenoid chemistry. However the simple pyridine compounds are prepared by the cyclization of aliphatic raw materials. The pyridine nucleus is found in a large number of commonly used drugs which have diverse pharmacological activities. Interests in the synthesis of multicyclic pyridine containing compounds have increased in recent years because of their biological and pharmacological activities.The structure of synthesized compounds were assigned based on Elemental analysis, IR 1H-NMR and Mass spectral data. The antimicrobial activity was assayed by using the MIC (Minimum Inhibitory Concentration) method. All the compounds were screened in vitro for their antimicrobial activities against Gram +ve bacteria, Gram -ve bacteria and fungi. The biological activities of the synthesized compounds were compared with known standard drugs. RESULTS AND DISCUSSIONThe synthetic route adopted to obtain the 3-cyanopyridine derivatives 4a-4i and 5a-5i is shown in Scheme 1. 2-Amino-3-cyanopyridine derivatives 4a-4i were prepared from Chalcones 3a-3i by refluxing with malononitrile and ammonium acetate in Ethanol. The isolated product was crystallized with diethyl ether to get 2-amino-3-cyanopyridine derivatives in 58-83% yield. The 2-methoy-3-cyanopyridine derivatives 5a-5i were prepared from Chalcones 3a-3i by refluxing with

show abstract

“…Pyridine functionalities have been widely studied 1,2 and widely used [3][4][5][6] but still generate much interest due to their wide range of application in medicinal chemistry. [7][8][9][10][11] The naturally occurring B 6 -vitamins pyridoxine, pyrodoxal, pyridoxamine and codecarbaxylase contain a pyridine nucleus.…”

Section: Introductionmentioning

confidence: 99%

“…[7][8][9][10][11] The naturally occurring B 6 -vitamins pyridoxine, pyrodoxal, pyridoxamine and codecarbaxylase contain a pyridine nucleus. 12 Pyridine derivatives have been used as herbicides, 13 for enrichment of cereals, 14 for regulation of arterial pressure, 15 and cholesterol levels in blood.…”

Section: Introductionmentioning

confidence: 99%

'One Pot' Synthesis of 2-Amino-3-cyano-4,6-diarylpyridines under Ultrasonic Irradiation and Grindstone Technology

Jain¹,

Jain²,

Joshi³

2010

Bulletin of the Korean Chemical Society

View full text Add to dashboard Cite

show abstract

Development of supramolecular structure through alkylation of pendant pyridyl functionality

Cited by 148 publications

References 11 publications

A [4Fe−4S] Cluster Dimer Bridged by Bis(2,2′:6′,2″-terpyridine-4′-thiolato)iron(II)

A [4Fe−4S] Cluster Dimer Bridged by Bis(2,2′:6′,2″-terpyridine-4′-thiolato)iron(II)

Synthesis and Antimicrobial Screening 6-Aryl-2-(Amino/Methoxy)-4-[(4′-Difluoro Methoxy) (3′-Hydroxy) Phenyl] Nicotinonitrile

'One Pot' Synthesis of 2-Amino-3-cyano-4,6-diarylpyridines under Ultrasonic Irradiation and Grindstone Technology

Contact Info

Product

Resources

About