Functionalization of saturated hydrocarbons. High temperature bromination of octahydropentalene. Part 19

Date

2005-11-21

Author

Gunbas, DD
Algi, F
Hokelek, T
Watson, WH
Balcı, Metin

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The synthesis and thermal bromination of octahydropentalene was studied. The reaction afforded 1a,3a,4b,6b-tetrabromo-1,2,3, 4,5,6-hexahydropentalene (14) with remarkable regio- and stereospecificity. The structure of the product was determined by H-1 and C-13 NMR data and single X-ray structural analysis. The treatment of octahydropentalene with tenfold bromine gave the octabromopentalene derivative. The formation mechanism of the products is discussed.

Subject Keywords

Organic Chemistry, Biochemistry, Drug Discovery

URI

https://hdl.handle.net/11511/56327

Journal

TETRAHEDRON

DOI

https://doi.org/10.1016/j.tet.2005.09.019

Collections

Graduate School of Natural and Applied Sciences, Article

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Citation Formats

D. Gunbas, F. Algi, T. Hokelek, W. Watson, and M. Balcı, “Functionalization of saturated hydrocarbons. High temperature bromination of octahydropentalene. Part 19,” TETRAHEDRON, pp. 11177–11183, 2005, Accessed: 00, 2020. [Online]. Available: https://hdl.handle.net/11511/56327.