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One example is the Suzuki reaction where, in the presence of a Pd(0) catalyst and base, phenylboronic acid and vinyl halides are coupled to produce phenyl alkenes. [7] This method was generalized to a route producing biaryls by coupling phenylboronic acid with aryl halides. C-C bond forming processes commonly use phenylboronic acid as a reagent.
Boronic acids are known to bind to active site serines and are part of inhibitors for porcine pancreatic lipase, [2] subtilisin [3] and the protease Kex2. [4] Furthermore, boronic acid derivatives constitute a class of inhibitors for human acyl-protein thioesterase 1 and 2, which are cancer drug targets within the Ras cycle. [5]
The mechanism of organotrifluoroborate-based Suzuki-Miyaura coupling reactions has recently been investigated in detail. The organotrifluoroborate hydrolyses to the corresponding boronic acid in situ, so a boronic acid can be used in place of an organotrifluoroborate, as long as it is added slowly and carefully. [7] [8]
The Taft equation is a linear free energy relationship (LFER) used in physical organic chemistry in the study of reaction mechanisms and in the development of quantitative structure–activity relationships for organic compounds. It was developed by Robert W. Taft in 1952 [2] [3] [4] as a modification to the Hammett equation. [5]
Removal of the BOC group in amino acids can be accomplished with strong acids such as trifluoroacetic acid in dichloromethane, or with HCl in methanol. [2] [3] [4] A complication may be the tendency of the t-butyl cation intermediate to alkylate other nucleophiles; scavengers such as anisole or thioanisole may be used.
Hexa(tert-butoxy)ditungsten(III) and Hexa(tert-butoxy)dimolybdenum(III) are well known examples, in which the metal-metal bond distance is about 233 pm. [6] Hexa(tert-butoxy)ditungsten(III) has attracted particular attention for its reactions with alkynes, leading to metal-carbon triple bonded compounds of the formula RC≡W(OBut) 3 [7]
[4] [5] The reaction has since been extended to the synthesis of β-keto esters from the condensation between aldehydes and diazo esters. [6] The general reaction scheme is as follows: General Scheme for Buchner Reaction. The reaction yields two possible carbonyl compounds (I and II) along with an epoxide (III). The ratio of the products is ...
General chemical structure of borinic acids (organoborinic acids) General chemical structure of borinate esters. Borinic acid, also known as boronous acid, is an oxyacid of boron with formula H 2 BOH. Borinate is the associated anion of borinic acid with formula H 2 BO −; however, being a Lewis acid, the form in basic solution is H 2 B(OH) − 2.