Mechanism and regioselectivity in methylation of nitronates [CH2NO2]: resonance vs. inductive effects

Author:

Mahmood Ayyaz12ORCID,Akram Tehmina3,Kiani Maryam2,Akram Tayyaba4,Tian Xiaoqing2ORCID,Sun Yiwen1

Affiliation:

1. National-Regional Key Technology Engineering Laboratory for Medical Ultrasound, Guangdong Key Laboratory for Biomedical Measurements and Ultrasound Imaging, Department of Biomedical Engineering, School of Medicine, Shenzhen University, Shenzhen 518060, China

2. College of Physics and Optical Engineering, Shenzhen University, Shenzhen 518060, Guangdong, China

3. CAS Key Laboratory of Soft Matter Chemistry, Hefei National Laboratory for Physical Sciences at Microscale, Collaborative Innovation Center of Chemistry for Energy Materials (iChEM), Department of Chemistry, University of Science and Technology of China, Hefei 230026, China

4. Department of Physics, COMSATS Institute of Information Technology, Lahore 54000, Pakistan

Abstract

DFT investigations of resonance vs. inductive effect contributions, and solvent effects in the determination of regioselectivity in methylation of nitronates [CH2NO2].

Funder

Natural Science Foundation of Guangdong Province

Shenzhen Fundamental Research Program

National Natural Science Foundation of China

Publisher

Royal Society of Chemistry (RSC)

Subject

Materials Chemistry,General Chemistry,Catalysis

Reference36 articles.

1. E.Breuer , H. G.Aurich and A.Nielsen , in Nitrones, Nitronates and Nitroxides: The Chemistry of Functional Groups , S. Patai , Z. Rappoport , ed. John Wiley & Sons , New York , 1989 , ch. 3

2. O.Noboro , The Nitro Group in Organic Synthesis , Wiley-VCH , New York , 2001

3. G.Rosini , Comprehensive Organic Synthesis , ed. B. M. Trost , Pergamon , New York , 1991 , p. 2

4. Nitro Compounds, Recent Advances in Synthesis and Chemistry , H. Fever and A. T. Nielsen , ed. VCH , Weinheim, Germany , 1990

5. Nitronate Anion Recognition and Modulation of Ambident Reactivity by Hydrogen-Bonding Receptors

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