Photocatalytic C–N bond construction toward high-value nitrogenous chemicals

Li, Jie; Liu, Tengyu; Singh, Nittan; Huang, Zhuochun; Ding, Yan; Huang, Jinshu; Sudarsanam, Putla; Li, Hu

doi:10.1039/d3cc04771g

Cited by 12 publications

(2 citation statements)

References 112 publications

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“…Visible-light photoredox catalysis has revolutionized organic synthesis by enabling the activation of small molecules, transforming photonic energy into chemical energy. 1,2 In the last decade, it has been used in the synthesis of various industrially and medicinally relevant compounds, [3][4][5][6][7][8] as well as promoting different types of reactions such as C-C and C-heteroatom bond formation, [9][10][11][12][13][14] dehydrogenation, 15 C-H functionalization, 16,17 polyfluoroarylation, 18 atom transfer radical additions, 14,19 H 2 evolution, 20,21 and CO 2 reduction. 22 Ru(II) polypyridyl complexes (e.g., [Ru(bpy) 3 ] 2+ , (bpy = 2,2′bipyridine)) and Ir(III) phenylpyridine ( ppy) complexes (e.g., Ir ( ppy) 3 ) still dominate the field given their notable photophysical and photochemical properties.…”

Section: Introductionmentioning

confidence: 99%

Section: Introductionmentioning

confidence: 99%

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Quantifying flattening distortion on the thermodynamics and kinetics of electron transfers of Cu(i) photoredox catalysts

Sandoval-Pauker,

Molina-Aguirre,

Villagrán

et al. 2024

Inorg. Chem. Front.

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Section: Introductionmentioning

confidence: 99%

Section: Introductionmentioning

confidence: 99%

Quantifying flattening distortion on the thermodynamics and kinetics of electron transfers of Cu(i) photoredox catalysts

Sandoval-Pauker,

Molina-Aguirre,

Villagrán

et al. 2024

Inorg. Chem. Front.

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Design and development of a novel Co‐MOF catalyst for sustainable pyrimidine synthesis via the Biginelli reaction

Aziz

2024

Applied Organom Chemis

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In this study, we introduce a novel porous metal–organic framework named Co2(bbda)2(DMF)2·5H2O, or MOF‐UoR‐1, synthesized via hydrothermal techniques employing a unique Schiff base ligand. The framework underwent comprehensive characterization, confirming its microporous nature through gas‐sorption measurements. MOF‐UoR‐1 demonstrated remarkable efficacy as a catalyst for the one‐step synthesis of pyrimidine analogs. Structural validation of the synthesized pyrimidines was accomplished via 1H‐nuclear magnetic resonance (NMR) and Fourier transform infrared (FTIR) analyses. Through systematic experimentation, the optimal catalyst dosage (40 mg) was determined, showcasing its effectiveness across various aldehydes, 1,3‐carbonyl compounds, and urea substrates. Noteworthy is the broad applicability of this environmentally friendly protocol, which offers advantages such as high yields (96%), rapid reaction times (90 min), straightforward product isolation, and product purity without necessitating column chromatography. Furthermore, the catalytic integrity of the framework remained intact, enabling its reuse without compromising performance. This research presents a promising approach for the synthesis of pyrimidine derivatives, with significant implications for sustainable and efficient chemical synthesis methodologies.

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Nanostructured Ceria–Niobia Catalyst for Selective Synthesis of N‐Benzylideneanilines

Putla,

Swapna,

Kumar

et al. 2024

ChemCatChem

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The shape and structure engineering of metal oxide nanomaterials are the potential strategies to optimize surface‐active sites with tunable selectivity for heterogeneous catalysis. This work reports the synthesis of two types of nanostructured CeO2‐Nb2O5 catalysts: (i) one‐pot hydrothermal synthesis of CeO2‐Nb2O5 (CeNb2O5‐HTS) and (ii) CeO2 impregnation on hydrothermally synthesized Nb2O5 nanorods (CeNb2O5‐WI) to elucidate the role of particle shape and CeO2 addition in the structure‐activity efficacy of Nb2O5 nanocatalyst for the selective oxidative C‐N coupling of benzyl alcohol with aniline to produce N‐benzylideneaniline (NBA). The characterization studies showed nanorod morphology of Nb2O5 and high dispersion of CeO2 on Nb2O5 nanorods in the CeNb2O5‐WI catalyst with strong acidic sites and more oxygen vacancies. Consequently, a significantly enhanced catalytic activity was achieved with CeNb2O5‐WI nanocatalyst in the coupling of benzyl alcohol and aniline with 96% yield to NBA, whereas 62% conversion of aniline with 92% selectivity to NBA was obtained with pure Nb2O5 nanorods. In contrast, the CeNb2O5‐HTS catalyst gave 37% conversion of aniline only. The versatile efficiency of the CeNb2O5‐WI nanocatalyst is showcased by synthesizing various functional NBA products. The CeNb2O5‐WI catalyst can be recycled 5 times without much variation in NBA selectivity by achieving reasonably good conversion of aniline.

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Photocatalytic C–N bond construction toward high-value nitrogenous chemicals

Abstract: The construction of carbon-nitrogen bonds is vital for producing versatile nitrogenous compounds for the chemical and pharmaceutical industries. Among developed synthetic approaches to nitrogenous chemicals, photocatalysis is particularly prominent and...

Cited by 12 publications

References 112 publications

Quantifying flattening distortion on the thermodynamics and kinetics of electron transfers of Cu(i) photoredox catalysts

Quantifying flattening distortion on the thermodynamics and kinetics of electron transfers of Cu(i) photoredox catalysts

Design and development of a novel Co‐MOF catalyst for sustainable pyrimidine synthesis via the Biginelli reaction

Nanostructured Ceria–Niobia Catalyst for Selective Synthesis of N‐Benzylideneanilines

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