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A typical example of a Lewis acid in action is in the Friedel–Crafts alkylation reaction. [5] The key step is the acceptance by AlCl 3 of a chloride ion lone-pair, forming AlCl − 4 and creating the strongly acidic, that is, electrophilic, carbonium ion. RCl +AlCl 3 → R + + AlCl − 4
Two common modes of Lewis acid catalysis in reactions with polar mechanisms. In reactions with polar mechanisms, Lewis acid catalysis often involves binding of the catalyst to Lewis basic heteroatoms and withdrawing electron density, which in turn facilitates heterolytic bond cleavage (in the case of Friedel-Crafts reaction) or directly activates the substrate toward nucleophilic attack (in ...
Chiral Lewis acids (CLAs) are a type of Lewis acid catalyst. These acids affect the chirality of the substrate as they react with it. In such reactions, synthesis favors the formation of a specific enantiomer or diastereomer. The method is an enantioselective asymmetric synthesis reaction.
In the Lewis theory, a base is an electron pair donor which can share a pair of electrons with an electron acceptor which is described as a Lewis acid. [4] The Lewis theory is more general than the Brønsted model because the Lewis acid is not necessarily a proton, but can be another molecule (or ion) with a vacant low-lying orbital which can ...
Instead of defining acid–base reactions in terms of protons or other bonded substances, the Lewis definition defines a base (referred to as a Lewis base) to be a compound that can donate an electron pair, and an acid (a Lewis acid) to be a compound that can receive this electron pair. [23] For example, boron trifluoride, BF 3 is a typical ...
HSAB is an acronym for "hard and soft (Lewis) acids and bases".HSAB is widely used in chemistry for explaining the stability of compounds, reaction mechanisms and pathways. It assigns the terms 'hard' or 'soft', and 'acid' or 'base' to chemical species.
A frustrated Lewis pair (FLP) is a compound or mixture containing a Lewis acid and a Lewis base that, because of steric hindrance, cannot combine to form a classical adduct. [1] Many kinds of FLPs have been devised, and many simple substrates exhibit activation.
Carbonic acid is an illustrative example of the Lewis acidity of an acidic oxide. CO 2 + 2OH − ⇌ HCO 3 − + OH − ⇌ CO 3 2− + H 2 O. This property is a key reason for keeping alkali chemicals well sealed from the atmosphere, as long-term exposure to carbon dioxide in the air can degrade the material.