Synthesis, Growth, and Characterization of Single-Crystal Benzo[e]indolium for Third-Order Nonlinear Optical Properties

Eniya, Palaniyasan; Anbarasan, Radhakrishnan; Maidur, Shivaraj R.; Patil, P. S.; Muppudathi, Anna Lakshmi; Jeyaperumal, Kalyana Sundar

doi:10.1007/s11664-022-09461-6

Cited by 5 publications

(2 citation statements)

References 40 publications

Supporting

Mentioning

Contrasting

Order By: Relevance

“…Similar to ILs, IOSs can be easily modulated via modification of the cation or anion, causing modifications in their properties [ 1 , 2 ]. Since its first reports in the mid-20th century [ 3 , 4 ], IOS research has developed in the fields of molecular electronics [ 3 , 5 , 6 ], optics [ 1 , 7 , 8 , 9 , 10 ], material science [ 11 , 12 , 13 ], and catalysis. In terms of catalysis, the scope of application of IOSs is diverse, due to the wide variety of these solids.…”

Section: Introductionmentioning

confidence: 99%

Ionic Organic Solid 1,3-Bis(sulfomethyl)imidazoliumate as an Effective Metal-Free Catalyst for Sustainable Organic Syntheses

2023

View full text Add to dashboard Cite

The 1,3-bis(sulfomethyl)imidazole (bsmim) was effectively prepared by a multicomponent reaction, employing aminomethanesulfonic acid, glyoxal, and formaldehyde. The catalytic activity of bsmim was tested in the synthesis of quinoline derivatives, by means of the Friedländer reaction, and in the allylic substitution of alcohols with nitrogen-containing heterocycles. The performance of sulfo-imidazole derivative (bsmim) resulted in higher comparison with the carboxyimidazole analogs (bcmim and bcmimCl), under the same reaction conditions. This type of ionic organic solid allows the promotion of reactions in the absence of solvent and mild reaction conditions, which improves the sustainability of organic synthetic processes.

show abstract

Section: Introductionmentioning

confidence: 99%

Ionic Organic Solid 1,3-Bis(sulfomethyl)imidazoliumate as an Effective Metal-Free Catalyst for Sustainable Organic Syntheses

2023

View full text Add to dashboard Cite

show abstract

“…Benzo[ e ]indole derivatives are an important class of compounds exhibiting various biological activities . Meanwhile, the recent focus has been on the application of useful optical properties of benzo[ e ]indole derivatives for bioimaging, , analytical chemistry, photonic devices, and medicine . All this determined the development of methods for the synthesis of various benzo[ e ]indoles .…”

Section: Introductionmentioning

confidence: 99%

Divergent Diazo Approach toward Alkyl 5/4-Hydroxy-3H-benzo[e]indole-4/5-carboxylates

Zanakhov,

Galenko,

Novikov

et al. 2023

J. Org. Chem.

View full text Add to dashboard Cite

A divergent diazo approach toward alkyl 5/4hydroxy-3H-benzo[e]indole-4/5-carboxylates has been developed. The reaction of 1,3-diketones with alkyl 2-diazo-3-oxo-3-(2Hazirin-2-yl)propanoates catalyzed by Co(acac) 3 or Ni(acac) 2 gives various alkyl 3-(1H-pyrrol-2-yl)-2-diazo-3-oxopropanoate in good yields. The latter undergo Wolff rearrangement followed by the 6πcyclization of transient ketene to form alkyl 5-hydroxy-3Hbenzo[e]indole-4-carboxylates bearing various substituents in positions 1, 2, 7, and 8, as well as derivatives of methyl 4hydroxy-6H-thieno[2,3-e]indole-5-carboxylates and methyl 5-hydroxy-7H-benzo[c]carbazole-6-carboxylate under thermolysis or Rh 2 (OAc) 4 catalysis. Isomeric benzoindoles, alkyl 4-hydroxy-3Hbenzo[e]indole-5-carboxylates, have been prepared by Boc-protection of the pyrrole nitrogen of alkyl 3-(1H-pyrrol-2-yl)-2-diazo-3oxopropanoates followed by an intramolecular formal carbene insertion into the aromatic C−H bond catalyzed by Cu(OTf) 2 . The hydroxyl group of alkyl 5/4-hydroxy-3H-benzo[e]indole-4/5-carboxylates, through the formation of the corresponding triflates, allows the introduction of various substituents into the 5/4 position of benzo[e]indoles using the cross-coupling reaction and even form a new heterocyclic backbone, benzo[k]pyrrolo[2,3-i]phenanthridine, via a tandem Suzuki reaction/nucleophilic acyl substitution.

show abstract

Design of D‒π‒A stilbazolium crystal growth of 4-[2-(3-nitro-phenyl)-vinyl]-1-methyl-pyridinium iodide (NMPI) single crystal: investigation of their structural, physiochemical, and third-order nonlinear optical activity

Krishnan,

Sivaperuman

2024

J Mater Sci: Mater Electron

View full text Add to dashboard Cite

Synthesis, Growth, and Characterization of Single-Crystal Benzo[e]indolium for Third-Order Nonlinear Optical Properties

Cited by 5 publications

References 40 publications

Ionic Organic Solid 1,3-Bis(sulfomethyl)imidazoliumate as an Effective Metal-Free Catalyst for Sustainable Organic Syntheses

Ionic Organic Solid 1,3-Bis(sulfomethyl)imidazoliumate as an Effective Metal-Free Catalyst for Sustainable Organic Syntheses

Divergent Diazo Approach toward Alkyl 5/4-Hydroxy-3H-benzo[e]indole-4/5-carboxylates

Design of D‒π‒A stilbazolium crystal growth of 4-[2-(3-nitro-phenyl)-vinyl]-1-methyl-pyridinium iodide (NMPI) single crystal: investigation of their structural, physiochemical, and third-order nonlinear optical activity

Contact Info

Product

Resources

About