Synthesis and application of 3,4,7,8-tetrakis-exo-methylenecycloocta-1,5-diene as a versatile Diels–Alder diene: synthesis of V-shaped cyclooctatetraene fused acenes-Reference-Cited by-同舟云学术

Synthesis and application of 3,4,7,8-tetrakis-exo-methylenecycloocta-1,5-diene as a versatile Diels–Alder diene: synthesis of V-shaped cyclooctatetraene fused acenes

Published:2020 Issue:34 Volume:18 Page:6738-6744
ISSN:1477-0520
Container-title:Organic & Biomolecular Chemistry
language:en
Short-container-title:Org. Biomol. Chem.

Author:

Gadigennavar Savita¹²³⁴^ORCID,Sankararaman Sethuraman¹²³⁴^ORCID

Affiliation:

1. Department of Chemistry

2. Indian Institute of Technology Madras

3. Chennai 600036

4. India

Abstract

Synthesis of 3,4,7,8-tetrakis-exo-methylenecycloocta-1,5-diene, has been reported. Diels-Alder reactions with this diene provides a shorter route for the synthesis of cyclooctatetraene fused with rigid aromatic wings.

Funder

Indian Institute of Technology Madras

Science and Engineering Research Board

Publisher

Royal Society of Chemistry (RSC)

Subject

Organic Chemistry,Physical and Theoretical Chemistry,Biochemistry

Link

http://pubs.rsc.org/en/content/articlepdf/2020/OB/D0OB01544J

Reference29 articles.

1. Stabilizing a different cyclooctatetraene stereoisomer

2. Bond fixation in annulenes. 9. Equalization of ring inversion and bond shifting energetics in 1,2,3,4-tetramethylcyclooctatetraene. Asymmetric synthesis direct resolution, and absolute configuration of the optically active hydrocarbon

3. About the Antiaromaticity of Planar Cyclooctatetraene I thank Jens Panitzky for the additional DFT calculations, and Professor Jay Siegel, La Jolla, CA, and Professor Otto Ermer, Cologne, for helpful comments.

4. Ring Inversion and Bond Shift in Cyclooctatetraene Derivatives

5. Synthesis, Structures, and Properties of Heptabenzo[7]circulene and Octabenzo[8]circulene

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