Why electrostatically enhanced thiourea is better than Schreiner's thiourea in both catalytic activity and regioselectivity?-Reference-Cited by-同舟云学术

Why electrostatically enhanced thiourea is better than Schreiner's thiourea in both catalytic activity and regioselectivity?

Published:2019 Issue:11 Volume:6 Page:1821-1831
ISSN:2052-4129
Container-title:Organic Chemistry Frontiers
language:en
Short-container-title:Org. Chem. Front.

Author:

Yan Chao-Xian¹²³⁴⁵,Wu Rui-Zhi¹²³⁴⁵,Lu Ka¹²³⁴⁵,Yang Fang-Ling¹²³⁴⁵,Yang Xiao-Shan¹²³⁴⁵,Wang Rui¹²³⁴⁵,Yang Xing¹²³⁴⁵,Zhou Pan-Pan¹²³⁴⁵^ORCID,Shao Xiangfeng¹²³⁴⁵^ORCID

Affiliation:

1. State Key Laboratory of Applied Organic Chemistry

2. Key Laboratory of Nonferrous Metal Chemistry and Resources Utilization of Gansu Province

3. College of Chemistry and Chemical Engineering

4. Lanzhou University

5. Lanzhou 730000

Abstract

Electrostatically enhanced thiourea is more active and efficient than Schreiner's thiourea in the ring-opening aminolysis of styrene oxide with aniline, and the underlying reasons were explored by DFT calculations.

Funder

National Natural Science Foundation of China

Fundamental Research Funds for the Central Universities

Publisher

Royal Society of Chemistry (RSC)

Subject

Organic Chemistry

Link

http://pubs.rsc.org/en/content/articlepdf/2019/QO/C9QO00251K

Reference56 articles.

1. P. M. Pihko , Hydrogen Bonding in Organic Synthesis , WILEY-VCH Verlag GmbH & Co. KGaA , Weinheim , 2009

2. Small-Molecule H-Bond Donors in Asymmetric Catalysis