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硝基乙烯与苯甲腈氮氧化物之间[3 + 2]环加成反应分子机制的密度泛函理论计算研究

A DFT computational study of the molecular mechanism of [3 + 2] cycloaddition reactions between nitroethene and benzonitrile N-oxides.

作者信息

Jasiński Radomir, Jasińska Ewa, Dresler Ewa

机构信息

Institute of Organic Chemistry and Technology, Cracow University of Technology, Warszawska 24, 31-155, Kraków, Poland.

Institute of Heavy Organic Synthesis "Blachownia", Energetyków 9, 47-225, Kędzierzyn-Koźle, Poland.

出版信息

J Mol Model. 2017 Jan;23(1):13. doi: 10.1007/s00894-016-3185-8. Epub 2016 Dec 28.

DOI:10.1007/s00894-016-3185-8
PMID:28032222
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC5196010/
Abstract

DFT calculations were performed to shed light on the molecular mechanism of [3 + 2] cycloadditions of simple conjugated nitroalkenes to benzonitrile N-oxides. In particular, it was found that these processes proceed by a one-step mechanism through asynchronous transition states. According to the latest terminology, they should be considered polar but not stepwise processes.

摘要

进行密度泛函理论（DFT）计算以阐明简单共轭硝基烯烃与苯甲腈N-氧化物的[3 + 2]环加成反应的分子机制。特别地，发现这些过程通过一步机制经由非同步过渡态进行。根据最新术语，它们应被视为极性而非分步过程。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/2395/5196010/103b4b9300b1/894_2016_3185_Fig3_HTML.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/2395/5196010/3b813c87d47e/894_2016_3185_Sch1_HTML.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/2395/5196010/0fab96a1a39d/894_2016_3185_Sch2_HTML.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/2395/5196010/b5af889ba31b/894_2016_3185_Fig1_HTML.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/2395/5196010/c00f1bbe7428/894_2016_3185_Sch3_HTML.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/2395/5196010/274b111f67ed/894_2016_3185_Fig2_HTML.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/2395/5196010/103b4b9300b1/894_2016_3185_Fig3_HTML.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/2395/5196010/3b813c87d47e/894_2016_3185_Sch1_HTML.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/2395/5196010/0fab96a1a39d/894_2016_3185_Sch2_HTML.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/2395/5196010/b5af889ba31b/894_2016_3185_Fig1_HTML.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/2395/5196010/c00f1bbe7428/894_2016_3185_Sch3_HTML.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/2395/5196010/274b111f67ed/894_2016_3185_Fig2_HTML.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/2395/5196010/103b4b9300b1/894_2016_3185_Fig3_HTML.jpg

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