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Co-catalyzed highly selective C(sp³)-H nitration.

Yao Zhou¹, Zhonghe Tang, Qiuling Song

¹Institute of Next Generation Matter Transformation, College of Chemical Engineering at Huaqiao University, 668 Jimei Blvd, Xiamen, Fujian 361021, P. R. China. qsong@hqu.edu.cn.

Chemical Communications (Cambridge, England)

|July 20, 2017

Summary

This summary is machine-generated.

A new cobalt-catalyzed method enables selective nitration of aliphatic C(sp³)-H bonds, yielding diverse nitro compounds. This radical process avoids nitrating aromatic C(sp²)-H bonds, offering a novel synthetic route.

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Synthesis of Metal Nanoparticles Supported on Carbon Nanotube with Doped Co and N Atoms and its Catalytic Applications in Hydrogen Production

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Published on: December 6, 2021

Area of Science:

Organic Chemistry
Catalysis
Synthetic Methodology

Background:

Selective functionalization of C-H bonds is a key challenge in organic synthesis.
Aliphatic C(sp³)-H nitration remains less developed compared to aromatic C(sp²)-H nitration.

Purpose of the Study:

To develop a novel, highly chemo- and regio-selective method for nitrating aliphatic C(sp³)-H bonds.
To utilize tert-butyl nitrite (t-BuONO) as an efficient nitrating reagent.

Main Methods:

Cobalt-catalyzed reaction system.
Employing tert-butyl nitrite (t-BuONO) as the nitrating agent.
Utilizing a radical process mechanism.

Main Results:

Achieved highly chemo- and regio-selective nitration of C(sp³)-H bonds.
Synthesized a diverse range of aliphatic nitro compounds in good yields.
Demonstrated selectivity for C(sp³)-H over C(sp²)-H nitration.

Conclusions:

The developed Co-catalyzed method provides an effective route for aliphatic C(sp³)-H nitration.
The radical pathway offers a distinct advantage over traditional methods, enabling selective functionalization.
This work expands the toolbox for synthesizing valuable aliphatic nitro compounds.