247046-50-0Relevant articles and documents
Probing selectivity in recognition-mediated dynamic covalent processes
Bennes, Raphael M.,Philp, Douglas
, p. 3651 - 3654 (2006)
Two simple recognition-mediated dynamic Diels-Alder systems are used to probe the role of kinetics and thermodynamics in determining the equilibrium position in exchanging libraries and the time taken to reach that equilibrium. The selectivity expressed by recognition-driven dynamic processes is demonstrated to be less than the free-energy difference between the components as a result of compensatory effects arising from the extent of conversion to products within the library.
Recognition-mediated facilitation of a disfavored Diels - Alder reaction
Bennes, Raphael,Philp, Douglas,Spencer, Neil,Kariuki, Benson M.,Harris, Kenneth D. M.
, p. 1087 - 1090 (1999)
(matrix presented) The rational design of a system which is capable of accelerating and facilitating a thermodynamically disfavored Diels-Alder cycloaddition between a furan and a maleimide is presented. The origins of the acceleration and facilitation of the cycloaddition reaction are traced by kinetic studies-allied to results from 1H NMR spectroscopy and X-ray crystallography-to the formation of strong intramolecular hydrogen bonds in the cycloadduct.
