Preparation and structure determination of trimethylamine-dibromocarboxyborane esters

Eli Shalom, Khuloud Takrouri, Israel Goldberg, Jehoshua Katzhendler, Morris Srebnik*

*Corresponding author for this work

Research output: Contribution to journalArticlepeer-review


We have developed a new method for the preparation of esters of trimethylamine-dibromocarboxyborane (Me3N·BBr 2COOR), from trimethylamine-carboxyborane, in a one-pot reaction. The reaction involves the treatment of trimethylamine-carboxyborane with 2.5 equiv of Br2 in the appropriate alcohol for 4 h at 0°C, for compounds 1-5 (R = Me, Et, n-Pr, CH2CH2Cl, CH 2CF3), and 5 equiv of Br2 for 8 h under the same conditions, for compounds 6-8 (R = n-Bu, i-Bu, i-Pe). Compounds 1-5 were obtained in high purity and in essentially quantitative yields (∼99%). Compounds 6-8 were purified from traces of monobromo product and the alcohol by column chromatography. Molecular structures for the compounds 2, 6, and 7 were determined by X-ray crystallography.

Original languageEnglish
Pages (from-to)4396-4399
Number of pages4
Issue number19
StatePublished - 13 Sep 2004


Dive into the research topics of 'Preparation and structure determination of trimethylamine-dibromocarboxyborane esters'. Together they form a unique fingerprint.

Cite this