Simple bond patterns predict the stability of Diels–Alder adducts of empty fullerenes-Reference-Cited by-同舟云学术

Simple bond patterns predict the stability of Diels–Alder adducts of empty fullerenes

Published:2018 Issue:33 Volume:54 Page:4156-4159
ISSN:1359-7345
Container-title:Chemical Communications
language:en
Short-container-title:Chem. Commun.

Author:

Pla Paula¹²³⁴^ORCID,Wang Yang¹²³⁴⁵^ORCID,Alcamí Manuel¹²³⁴⁵^ORCID

Affiliation:

1. Departamento de Química

2. Universidad Autónoma de Madrid

3. 28049 Madrid

4. Spain

5. Institute for Advanced Research in Chemical Sciences (IAdChem)

Abstract

A systematic study of Diels–Alder cycloadditions to empty fullerenes reveals that π effects control site preference. Simple Hückel calculation allows to obtain quantitative descriptors and to understand why addition occurs preferentially at certain types of bonds. A couple of simple rules are proposed as a visual guide for a rapid prediction of Diels–Alder reactivity.

Funder

Secretaría de Estado de Investigación, Desarrollo e Innovación

European Cooperation in Science and Technology

Publisher

Royal Society of Chemistry (RSC)

Subject

Materials Chemistry,Metals and Alloys,Surfaces, Coatings and Films,General Chemistry,Ceramics and Composites,Electronic, Optical and Magnetic Materials,Catalysis

Link

http://pubs.rsc.org/en/content/articlepdf/2018/CC/C8CC01709C

Reference33 articles.

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2. R. Caballero , P.de la Cruz and F.Langa , Fullerenes: Principles and Applications , The Royal Society of Chemistry , Cambridge, UK , 2nd edn, 2011 , pp. 66–124

3. Synthesis and x-ray structure of a Diels-Alder adduct of fullerene C60

4. Chemistry of the Higher Fullerenes: Preparative isolation of C76by HPLC and synthesis, separation, and characterization ofDiels-Aldermonoadducts of C70and C76

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