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The general structure of a boronic acid, where R is a substituent. A boronic acid is an organic compound related to boric acid (B(OH) 3) in which one of the three hydroxyl groups (−OH) is replaced by an alkyl or aryl group (represented by R in the general formula R−B(OH) 2). [1]
This protocol has proved useful in the cross-coupling of some notoriously unstable boronic acids, such as the 2-pyridine boronic acid. [ 16 ] [ 17 ] This ensures that the boronic acid concentration is low during the cross-coupling reaction, which in turn minimises the potential for side reactions.
Direct halogenation of pyridine with chlorine gas above 270 °C gives a mixture of 2-chloropyridine and 2,6-dichloropyridine. [1] 2- and 4-chloropyridine are prepared from the corresponding pyridinols using phosphoryl chloride. [1]
This page contains tables of azeotrope data for various binary and ternary mixtures of solvents. The data include the composition of a mixture by weight (in binary azeotropes, when only one fraction is given, it is the fraction of the second component), the boiling point (b.p.) of a component, the boiling point of a mixture, and the specific gravity of the mixture.
The initially formed 2-chloropyridine reacts further to give 2,6-dichloropyridine. [2] Alternatively, 2-chloropyridines can be conveniently synthesized in high yields from pyridine-N-oxides. [3] 2-Chloropyridine was originally prepared by the chlorination of 2-hydroxypyridine with phosphoryl chloride. [4]
Phenylboronic acid or benzeneboronic acid, abbreviated as PhB(OH) 2 where Ph is the phenyl group C 6 H 5 - and B(OH) 2 is a boronic acid containing a phenyl substituent and two hydroxyl groups attached to boron. Phenylboronic acid is a white powder and is commonly used in organic synthesis.
[5] B2pin2 and B2cat2. The boron atom of a boronic ester or acid is sp 2 hybridized possessing a vacant p orbital, enabling these groups to act as Lewis acids. The C–B bond of boronic acids and esters are slightly longer than typical C–C single bonds with a range of 1.55-1.59 Å. The lengthened C–B bond relative to the C–C bond results ...
Compound 1, a pyrrole, is coupled with aryl boronic acid, 2, to afford product 3, which is then carried forward to the target 4. The nitrile group of 2 does not poison the catalyst. Pyridine is the ligand used for the reaction. Although the reaction requires three days, it was carried out at room temperature in ambient air and resulted in a 93% ...