Synthesis and conformations of [2.n]metacyclophan-1-ene epoxides and their conversion to [n.1]metacyclophanes

Author:

Akther Thamina12345,Islam Md. Monarul12345,Rahman Shofiur678910,Georghiou Paris E.678910,Matsumoto Taisuke1112135,Tanaka Junji1112135,Redshaw Carl14151617ORCID,Yamato Takehiko12345ORCID

Affiliation:

1. Department of Applied Chemistry

2. Faculty of Science and Engineering

3. Saga University

4. Saga 840-8502

5. Japan

6. Department of Chemistry

7. Memorial University of Newfoundland

8. St. John's

9. Newfoundland and Labrador

10. Canada A1B3X7

11. Institute of Materials Chemistry and Engineering

12. Kyushu University

13. Kasuga 816-8580

14. School of Mathematics and Physical Sciences

15. The University of Hull

16. Yorkshire

17. UK

Abstract

Acid catalyzed rearrangement reactions of [2.n]metacyclophan-1-enes afford new chiral [n.1]metacyclophanes; DFT calculations have been used to estimate the energy-minimized structures of the metacyclophanes.

Publisher

Royal Society of Chemistry (RSC)

Subject

Organic Chemistry,Physical and Theoretical Chemistry,Biochemistry

Reference60 articles.

1. Cyclophanes, ed. P. M. Keehn and S. M. Rosenfield, Academic Press, New York, 1983, ch. 6, vol. 1, p. 428

2. F. Vögtle , Cyclophane-Chemistry, Wiley, Chichester, 1993

3. syn-[2.2]Metacyclophane: synthesis and facile isomerization to anti-[2.2]metacyclophane. The use of (arene)chromium carbonyl complexes to control the stereochemistry of cyclophanes

4. Syn-5,13-dimethyl[2.2]metacyclophane. Synthesis, spectra and thermal stability

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