Terpenylation of Ketones and a Secondary Alcohol under Hydrogen-Borrowing Manganese Catalysis DOI
Sachin Jalwal, Sanjoy K. Das, Subrata Chakraborty

et al.

The Journal of Organic Chemistry, Journal Year: 2024, Volume and Issue: unknown

Published: Dec. 16, 2024

An Earth-abundant Mn-PNP pincer complex-catalyzed terpenylation of cyclic and acyclic ketones secondary alcohol 1-phenylethanol using isoprenoid derivatives prenol, nerol, phytol, solanesol, E-farnesol as allyl surrogates is reported. The C-C coupling reactions are green atom-economic, proceeding via dehydrogenation alcohols following a hydrogen autotransfer methodology aided by metal-ligand cooperation.

Language: Английский

Ruthenium Complexes with NNN-Pincer Ligands for N-Methylation of Amines Using Methanol DOI

Mengxuan Bai,

Shengxin Zhang,

Zhengguo Lin

et al.

Inorganic Chemistry, Journal Year: 2024, Volume and Issue: 63(25), P. 11821 - 11831

Published: June 7, 2024

A series of ruthenium complexes (Ru1–Ru4) bearing new NNN-pincer ligands were synthesized in 58–78% yields. All the are air and moisture stable characterized by IR, NMR, high-resolution mass spectra (HRMS). In addition, structures Ru1–Ru3 confirmed X-ray crystallographic analysis. These Ru(II) exhibited high catalytic efficiency broad functional group tolerance N-methylation reaction amines using CH3OH as both C1 source solvent. Experimental results indicated that electronic effect substituents on considerably affects reactivity which Ru3 an electron-donating OMe showed highest activity. Deuterium labeling control experiments suggested dehydrogenation methanol to generate hydride species was rate-determining step reaction. Furthermore, this protocol also provided a ready approach versatile trideuterated N-methylamines under mild conditions CD3OD deuterated methylating agent.

Language: Английский

Citations

5
Quinoline-derived NNP-manganese complex catalyzed α-alkylation of ketones with primary alcohols DOI
Peidong Song,

Hao‐Jie Rong,

Tingting Meng

et al.

Organic & Biomolecular Chemistry, Journal Year: 2024, Volume and Issue: 22(25), P. 5112 - 5116

Published: Jan. 1, 2024

An air-stable quinoline-derived NNP ligand chelated Mn catalyst was developed for the efficient α-alkylation of ketones with primary alcohols

Language: Английский

Citations

3
Manganese-catalyzed C–C and C–N bond formation with alcohols via borrowing hydrogen or hydrogen auto-transfer DOI Creative Commons

Mohd Farhan Ansari,

Atul Kumar Maurya, Abhishek Kumar

et al.

Beilstein Journal of Organic Chemistry, Journal Year: 2024, Volume and Issue: 20, P. 1111 - 1166

Published: May 21, 2024

Transition-metal-mediated "borrowing hydrogen" also known as hydrogen auto-transfer reactions allow the sustainable construction of C-C and C-N bonds using alcohols donors. In recent years, manganese complexes have been explored efficient catalysts in these reactions. This review highlights significant progress made manganese-catalyzed bond-formation via auto-transfer, emphasizing importance this methodology synthesis strategies.

Language: Английский

Citations

2
Potent pincer-zinc catalyzed homogeneous α-alkylation and Friedländer quinoline synthesis reaction of secondary alcohols/ketones with primary alcohols DOI
Debashis Jana, Sima Roy,

Srijita Naskar

et al.

Organic & Biomolecular Chemistry, Journal Year: 2024, Volume and Issue: 22(31), P. 6393 - 6408

Published: Jan. 1, 2024

Herein, we describe an air- and moisture-stable, homogeneous zinc catalyst stabilised using electron deficient N^N^N pincer-type ligand.

Language: Английский

Citations

1
Chromium Catalyzed Sustainable C-C and C-N Bond Formation: C-Alkylation and Friedländer Quinoline Synthesis Using Alcohols DOI

Vaishnavi Atreya,

Sachin Jalwal, Subrata Chakraborty

et al.

Dalton Transactions, Journal Year: 2024, Volume and Issue: 54(3), P. 1212 - 1221

Published: Nov. 18, 2024

A complex of earth-abundant chromium mediates C–C and C–N bond formation via alcohol dehydrogenation, forming C -alkylated ketones secondary alcohols, as well quinoline synthesis by a modified Friedländer reaction.

Language: Английский

Citations

0
Terpenylation of Ketones and a Secondary Alcohol under Hydrogen-Borrowing Manganese Catalysis DOI
Sachin Jalwal, Sanjoy K. Das, Subrata Chakraborty

et al.

The Journal of Organic Chemistry, Journal Year: 2024, Volume and Issue: unknown

Published: Dec. 16, 2024

An Earth-abundant Mn-PNP pincer complex-catalyzed terpenylation of cyclic and acyclic ketones secondary alcohol 1-phenylethanol using isoprenoid derivatives prenol, nerol, phytol, solanesol, E-farnesol as allyl surrogates is reported. The C-C coupling reactions are green atom-economic, proceeding via dehydrogenation alcohols following a hydrogen autotransfer methodology aided by metal-ligand cooperation.

Language: Английский

Citations

0