Unexpected radical mechanism in a [4+1] cycloaddition reaction-Reference-Cited by-同舟云学术

Unexpected radical mechanism in a [4+1] cycloaddition reaction

Published:2021 Issue:19 Volume:45 Page:8440-8444
ISSN:1144-0546
Container-title:New Journal of Chemistry
language:en
Short-container-title:New J. Chem.

Author:

Bors István¹²³⁴,Purgel Mihály⁵⁶⁷⁴^ORCID,Fehér Péter Pál⁸⁹¹⁰⁴,Varga Tamás¹¹²³⁴^ORCID,Speier Gábor¹²³⁴,Korecz László¹²⁹¹⁰⁴,Kaizer József¹²³⁴^ORCID

Affiliation:

1. Research Group of Bioorganic and Biocoordination Chemistry

2. University of Pannonia

3. Veszprém H-8200

4. Hungary

5. Department of Physical Chemistry

6. University of Debrecen

7. Debrecen H-4032

8. Institute of Organic Chemistry

9. Research Centre for Natural Sciences

10. Budapest H-1117

11. Department of Process Engineering

12. Institute of Materials and Environmental Chemistry

Abstract

The mechanism of the cheletropic reaction of monoimines with PPh₃via unexpected radical intermediates resulting in oxazaphospholes has been discussed based on EPR, UV-vis and DFT calculations.

Funder

Hungarian Scientific Research Fund

European Commission

Publisher

Royal Society of Chemistry (RSC)

Subject

Materials Chemistry,General Chemistry,Catalysis

Link

http://pubs.rsc.org/en/content/articlepdf/2021/NJ/D1NJ00660F

Reference22 articles.

1. W. L. Mock , Cheletropic Reactions in Organic Chemistry, Pericyclic Reactions , ed. A. P. Marchand and R. E. Lehr , Academic Press , New York , 1977 , vol. 35, ch. 2, pp. 141–179

2. Oxyphosphoranes

3. Reaction of tertiary phosphines with hexafluoroacetone and with o-quinones. Attack by phosphorus on carbonyl oxygen and isolation of 2,2,2-trialkyl-2,2-dihydro-1,3,2-dioxaphospholanes

4. Pentakoordinierte Phosphorane mit Azaphosphatriptycen‐Gerüst

5. Organophosphorus Compounds in Reactions with Quinones

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