Article ID Journal Published Year Pages File Type
5275101 Tetrahedron Letters 2009 5 Pages PDF
Abstract

Five-membered heterocyclic ureas are capable of forming the unfolded conformer without preorganization by using the intramolecular hydrogen bond, and are suitable for the DDA hydrogen-bonding modules. In contrast, six-membered heterocyclic ureas are destabilized by an effect of steric repulsion due to the closer distance of CHc⋯O and their conformational equilibriums are biased toward the stable folded conformer.

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Related Topics
Physical Sciences and Engineering Chemistry Organic Chemistry
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