CuI nanoparticles as recyclable heterogeneous catalysts for C-N bond formation reactions

CuI nanoparticles as recyclable heterogeneous catalysts for C-N bond formation reactions

Catal. Sci. Technol., 2017, 7,2857-2864
DOI: 10.1039/C7CY00832E, Paper

Manoranjan Kumar, Vinod Bhatt, Onkar S. Nayal, Sushila Sharma, Vishal Kumar, Maheshwar S. Thakur, Neeraj Kumar, Rajaram Bal, Bikram Singh, Upendra Sharma
Herein, copper iodide nanoparticles (NPs) are reported for the reductive amination of carbonyl compounds for the first time.

From the journal:

Catalysis Science & Technology

CuI nanoparticles as recyclable heterogeneous catalysts for C–N bond formation reactions

 

Manoranjan Kumar,ab  Vinod Bhatt,ab  Onkar S. Nayal,ab  Sushila Sharma,ab  Vishal Kumar,c Maheshwar S. Thakur,ab  Neeraj Kumar,ab  Rajaram Bal,*d  Bikram Singh*ab  and  Upendra Sharma*ab 

 Author affiliations

*Corresponding authors

aNatural Product Chemistry and Process Development Department, CSIR-Institute of Himalayan Bioresource Technology Palampur, Himachal Pradesh 176 061, India
E-mail: bikramsingh@ihbt.res.in, upendra@ihbt.res.in, upendraihbt@gmail.com

bAcademy of Scientific and Innovative Research, Anusandhan Bhawan, 2 Rafi Marg, New Delhi-110001, India

cState Key Laboratory of Elemento-Organic Chemistry, Nankai University, Weijin Road 300 071, Tianjin, China

dRefining Technology Division, CSIR-Indian Institute of Petrolium, Dehradun, India
E-mail: raja@iip.res.in

Abstract

Herein, copper iodide nanoparticles (NPs) are reported for the reductive amination of carbonyl compounds for the first time. The generated NPs were characterized by TEM, EDX, XRD and XPS analyses. The XRD patterns, XPS, and EDX analysis confirmed that the resulting NPs were CuI instead of Cu. The TEM images of CuI exhibited the size of monodispersed spherical NPs in the range of 4 ± 2 nm. These generated NPs can be used as versatile heterogeneous catalysts for important organic transformations. As a proof of concept, CuI NPs were successfully applied as heterogeneous catalysts for the synthesis of secondary amines, amides and triazoles. CuI NPs can be easily recovered and recycled up to six times.

http://pubs.rsc.org/en/Content/ArticleLanding/2017/CY/C7CY00832E?utm_source=feedburner&utm_medium=feed&utm_campaign=Feed%3A+rss%2Fcy+%28RSC+-+Catalysis+Science+%26+Technology+latest+articles%29#!divAbstract

.1H and 13C NMR values of synthesized compounds

N‒benzylaniline (3a): Brown oil (168 mg, 92% yield),

1H NMR (CDCl3, 600MHz) δ : 4.35 (s, 2H), 6.66 (d, 2H, J = 7.8 Hz), 6.72 (t, 2H, J =7.32 Hz), 7.18‒7.21 (m, 2H), 7.28 (t, 1H, J = 7.14 Hz), 7.35‒7.40 (m, 4H);

13C NMR (CDCl3, 150 MHz) δ : 48.3, 112.8, 117.6, 127.2, 127.5, 128.6, 129.3, 139.4, 148.1;

HRESIMS calcd for C13H14N [M+H]+ 184.1129, found 184.1109.

1H AND 13C NMR PREDICT

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