Safe and Selective Nitro Group Reductions Catalyzed by Sustainable and Recyclable Fe/ppm Pd Nanoparticles in Water at Room Temperature

被引：143

作者：

Feng, Jie ^{[1
,2
]}

Handa, Sachin ^{[1
]}

Gallou, Fabrice ^{[3
]}

Lipshutz, Bruce H. ^{[1
]}

机构：

[1] Univ Calif Santa Barbara, Dept Chem & Biochem, Santa Barbara, CA 93106 USA

[2] Nanjing Univ Sci & Technol, Coll Chem Engn, Nanjing 210094, Jiangsu, Peoples R China

[3] Novartis Pharmaceut, Basel, Switzerland

来源：

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION | 2016年 / 55卷 / 31期

关键词：

green chemistry; micelles; nanoparticles; reduction; water chemistry; CROSS-COUPLINGS; PALLADIUM-NANOPARTICLE; AROMATIC-AMINES; NITROARENES; HYDROGENATION; COMPLEXES; EFFICIENT; ANILINES; DESIGN; ETHERS;

D O I：

10.1002/anie.201604026

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

As a result of a unique synergy between ligand-free Fe/ppm Pd nanoparticles and PEG-containing designer surfactants, a facile and selective reduction of nitro-containing aromatics and heteroaromatics can be effected in water at room temperature in the presence of NaBH4. This new nanotechnology involves low catalyst loadings, is highly chemoselective, and tolerates a wide variety of functional groups. The process, which includes recycling of the entire aqueous medium, offers a general, environmentally responsible, and notably safe approach to highly valued reductions of nitro-containing compounds.

引用

页码：8979 / 8983

页数：5

共 55 条

[1]

[Anonymous], HDB HETEROGENEOUS HY

[2] Can Palladium Acetate Lose Its "Saltiness"? Catalytic Activities of the Impurities in Palladium Acetate [J].

Carole, William A. ;

Bradley, Jonathan ;

Sarwar, Misbah ;

Colacot, Thomas J. .

ORGANIC LETTERS, 2015, 17 (21) :5472-5475

[3] Tailored design of palladium species grafted on an amino functionalized organozinc coordination polymer as a highly pertinent heterogeneous catalyst [J].

Choudhary, H. ;

Nishimura, S. ;

Ebitani, K. .

JOURNAL OF MATERIALS CHEMISTRY A, 2014, 2 (43) :18687-18696

[4] Highly selective reduction of nitroarenes by iron(0) nanoparticles in water [J].

Dey, Raju ;

Mukherjee, Nirmalya ;

Ahammed, Sabir ;

Ranu, Brindaban C. .

CHEMICAL COMMUNICATIONS, 2012, 48 (64) :7982-7984

[5] Catalytic syntheses of aromatic amines [J].

Downing, RS ;

Kunkeler, PJ ;

vanBekkum, H .

CATALYSIS TODAY, 1997, 37 (02) :121-136

[6] Amide and Peptide Bond Formation in Water at Room Temperature [J].

Gabriel, Christopher M. ;

Keener, Megan ;

Gallou, Fabrice ;

Lipshutz, Bruce H. .

ORGANIC LETTERS, 2015, 17 (16) :3968-3971

[7] Environmentally benign and selective reduction of nitroarenes with Fe in pressurized CO2-H2O medium [J].

Gao, Ge ;

Tao, Yuan ;

Jiang, Jingyang .

GREEN CHEMISTRY, 2008, 10 (04) :439-441

[8] Synthesis, Characterization, and Properties of Acrylate-Modified Tung-Oil Waterborne Insulation Varnish [J].

Ge, Qing ;

Wang, Hualin ;

She, Yi ;

Jiang, Suwei ;

Cao, Mengye ;

Zhai, Linfeng ;

Jiang, Shaotong .

JOURNAL OF APPLIED POLYMER SCIENCE, 2015, 132 (10)

[9] Reactions of the 21st Century: Two Decades of Innovative Catalyst Design for Palladium-Catalyzed Cross-Couplings [J].

Gildner, Peter G. ;

Colacot, Thomas J. .

ORGANOMETALLICS, 2015, 34 (23) :5497-5508

[10] Tandem Dehydrogenation of Ammonia Borane and Hydrogenation of Nitro/Nitrile Compounds Catalyzed by Graphene-Supported NiPd Alloy Nanoparticles [J].

Goksu, Haydar ;

Ho, Sally Fae ;

Metin, Onder ;

Korkmaz, Katip ;

Garcia, Adriana Mendoza ;

Gultekin, Mehmet Serdar ;

Sun, Shouheng .

ACS CATALYSIS, 2014, 4 (06) :1777-1782

← 1 2 3 4 5 6 →