Turkish Journal of Chemistry
DOI
10.3906/kim-1804-41
Abstract
An efficient and facile method has been developed for the synthesis of alkyl bromides from various alcohols under mild conditions using a triphenylphosphine (PPh$_{3})$/1,2-dibromotetrachloroethane (DBTCE) complex in excellent yields and very short time (5 min). This method can also be applied for the transformation of chiral alcohols to their corresponding bromides in very high enantiomeric excess. The PPh$_{3}$/DBTCE complex is also successfully applied to ring-opening reactions of cyclic ethers in mild conditions. Esterification, amidation, and formation of acid anhydrides under very mild experimental conditions are also successfully accomplished by following a modification of the Appel reaction protocol in this work.
Keywords
Alkyl bromides, 1, 2-dibromotetrachloroethane, ring-opening reaction, Appel reaction, configuration inversion
First Page
150
Last Page
156
Recommended Citation
EŞSİZ, SELÇUK and DAŞTAN, ARİF
(2019)
"1,2-Dibromotetrachloroethane: an efficient reagent for many transformations by modified Appel reaction,"
Turkish Journal of Chemistry: Vol. 43:
No.
1, Article 13.
https://doi.org/10.3906/kim-1804-41
Available at:
https://journals.tubitak.gov.tr/chem/vol43/iss1/13
