Rhodium-Catalyzed Asymmetric Hydrogenation and Transfer Hydrogenation of α-Nitro Ketones DOI
Hao Sun,

Liren Xu,

Sai Ruan

et al.

Organic Letters, Journal Year: 2024, Volume and Issue: 26(46), P. 10008 - 10012

Published: Nov. 13, 2024

A catalytic protocol for the enantioselective hydrogenation and transfer of α-nitro ketones was developed, providing a wide range β-nitro-α-phenylethanols with high yields excellent enantioselectivities (up to 98% yield up >99.9% ee). Compatibility solvents bases demonstrates robustness this reaction. The synthetic potential demonstrated by TON experiment as well application in synthesis key intermediates mirabegron (S/C = 10,000, 95% yield, 99%

Language: Английский

The importance of alkali cations in manganese-catalyzed enantioselective transfer hydrogenation of ketones: An insight into the effect of “NH” and “C N” groups in ligands DOI
Zechen Wang, Yuanyuan Wang,

Quanming Lyu

et al.

Journal of Catalysis, Journal Year: 2025, Volume and Issue: unknown, P. 115998 - 115998

Published: Feb. 1, 2025

Language: Английский

Citations

1

DACH-Based Chiral Sensing Platforms as Tunable Benzamide-Chiral Solvating Agents for NMR Enantioselective Discrimination DOI

Shuai-Hua Shi,

Xiaojuan Wang,

Yuan‐Yuan Gao

et al.

Analytical Chemistry, Journal Year: 2025, Volume and Issue: unknown

Published: Jan. 14, 2025

Chiral discrimination is an indispensable tool that has pivotal importance in the assignment of absolute configuration and determination enantiomeric excess chiral compounds. A series enantiomerically pure trans-1,2-diaminocyclohexane (trans-DACH)-derived benzamides were first synthesized by simple chemical steps, 14 variated derivatives 6a-6n have been assessed as NMR solvating agents (CSAs) for signals mandelic acid (MA) 1H analysis. The highly efficient recognition CSA 6e on different substrates, including MAs, carboxylic acids, amino derivatives, phosphoric acids (32 examples), was expanded via 1H, 19F, 31P spectroscopy. quality enantiodiscrimination evaluated means enantioresolution parameter Rs. Single-crystal X-ray analysis three 6c, 6e, 6h helped to understand promising Interestingly, nonequivalent protons between R S configurations completely opposite presence its stereoisomer, which can be utilized establish a straightforward method diverse hydroxy substrates.

Language: Английский

Citations

0

Optimizing Phosphine Ligands for Ruthenium Catalysts in Asymmetric Hydrogenation of β-Keto Esters: The Role of Water in Activity and Selectivity DOI

Chasheng He,

Guihua Luo,

Hongliang Duan

et al.

Molecular Catalysis, Journal Year: 2025, Volume and Issue: 574, P. 114877 - 114877

Published: Feb. 4, 2025

Language: Английский

Citations

0

Co-Assembly-Driven Chiral Induction of Well-Defined Polyfluorene-block-Poly(phenyl isocyanide) and Its Enhanced Circularly Polarized Luminescence Performance DOI
Hui Zou, Shuyang Zhao,

C. D. Han

et al.

ACS Applied Materials & Interfaces, Journal Year: 2025, Volume and Issue: unknown

Published: April 24, 2025

Chiral induction of polyfluorene (PF)-containing block copolymers plays a crucial role in the development advanced functional materials; however, research this area remains scarce. In contribution, PFO-b-PPI diblock comprising blocks poly(9,9-dioctylfluorene) (PFO) and poly(phenyl isocyanide) (PPI) were readily synthesized one pot by combining chain-growth Suzuki cross-coupling polymerization modified 9,9-dioctylfluorene monomer with Pd(II)-catalyzed phenyl isocyanide bearing pentafluorophenyl ester substitute. The obtained possessed controlled molar mass (Mn) narrow dispersity (Mw/Mn, Đ). Meanwhile, optically active supramolecular assemblies could be formed via coassembly chiral binaphthyl-based inducer film state after thermal annealing treatment, chirality was influenced temperature weight ratio copolymer to inducer, thickness film. Further investigations revealed that exhibited morphology single-handed helical nanofibers, sense nanofibers depended on configuration inducer. Moreover, excellent circularly polarized luminescence (CPL) performance glum as high 0.11.

Language: Английский

Citations

0

Rhodium-Catalyzed Asymmetric Hydrogenation and Transfer Hydrogenation of α-Nitro Ketones DOI
Hao Sun,

Liren Xu,

Sai Ruan

et al.

Organic Letters, Journal Year: 2024, Volume and Issue: 26(46), P. 10008 - 10012

Published: Nov. 13, 2024

A catalytic protocol for the enantioselective hydrogenation and transfer of α-nitro ketones was developed, providing a wide range β-nitro-α-phenylethanols with high yields excellent enantioselectivities (up to 98% yield up >99.9% ee). Compatibility solvents bases demonstrates robustness this reaction. The synthetic potential demonstrated by TON experiment as well application in synthesis key intermediates mirabegron (S/C = 10,000, 95% yield, 99%

Language: Английский

Citations

0