Roy, Chandra D.; Brown, Herbert C. published an article in 2007, the title of the article was A Comparative Study of the Relative Stability of Representative Chiral and Achiral Boronic Esters Employing Transesterification.Category: alcohols-buliding-blocks And the article contains the following content:
A comparative study of the transesterification of five representative chiral and achiral boronic esters with various structurally modified diols was undertaken to qual. understand the factors influencing the relative stability of these boronic esters. Several factors such as chelation, conformation, steric bulk of the substituents, size of the heterocycle, and entropy influence the relative rate of transesterification as well as the stability of the boronic esters. Amongst these boronic esters, pinanediol phenylboronic ester is the most stable boronic ester whereas DIPT boronic ester appeared to be thermodynamically the least stable one. The transesterification with sterically hindered diols is relatively slow, but afforded thermodynamically more stable boronic esters. Boronic esters derived from cis-cyclopentanediols and the bicyclo[2.2.1]heptane-exo,exo-2,3-diols are relatively more stable. This study not only presents the qual. picture of relative stability of various boronic esters, but also provides helpful hints regarding the possible recovery of chiral auxiliaries. Many C 2-sym. chiral auxiliaries, such as 2,3-butanediol, 2,4-pentanediol, DIPT, and cis-cyclohexane-1,2-diol, can be retrieved by simple transesterification of the corresponding boronic esters with com. inexpensive diols, such as pinacol, 1,3-propanediol, and neopentyl glycol. The experimental process involved the reaction of 2,2′-(tert-Butylazanediyl)diethanol(cas: 2160-93-2).Category: alcohols-buliding-blocks
The Article related to transesterification chiral achiral boronic ester structurally modified diol, boronic ester preparation stability factor, Organometallic and Organometalloidal Compounds: Boron Compounds and other aspects.Category: alcohols-buliding-blocks
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