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Issue 19, 2010
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Selectivity enhancement in functionalization of C–H bonds: A review

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Abstract

The selectivity is an extremely important characteristic of a chemical reaction. This review deals mainly with supramolecular and nano-chemical approaches to the problem of selectivity enhancement in various functionalizations of C–H compounds. Enzyme mimics is a very fruitful method to achieve the predominant formation of desirable products and isomers. By obstructing the approach of certain C–H bonds of a substrate to the active catalytic centre we simultaneously increase the relative reactivity of other fragments. This can be done by creating steric hindrance around the active centre. Spatial restrictions can be made if we place the catalyst into a nano-cavity. We can achieve discrimination in reactivity of different C–H bonds if we allow certain fragments to approach closely the active centre. In order to do this chemists use coordination of the catalyst to some groups of the substrate with the participation of relatively strong binding (chelate control) or relatively weak forces (molecular recognition).

Graphical abstract: Selectivity enhancement in functionalization of C–H bonds: A review

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Publication details

The article was received on 16 Mar 2010, accepted on 02 Jun 2010 and first published on 30 Jun 2010


Article type: Perspective
DOI: 10.1039/C004223D
Citation: Org. Biomol. Chem., 2010,8, 4217-4228
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    Selectivity enhancement in functionalization of C–H bonds: A review

    G. B. Shul'pin, Org. Biomol. Chem., 2010, 8, 4217
    DOI: 10.1039/C004223D

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