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Novel Capsular Aggregates from Flexible Tripodal Triureas with Cs Symmetry

Alajarin, Mateo and Orenes, Raul-Angel and Howard, Judith A. K. and Spencer, Elinor C. and Steed, Jonathan W. and Pastor, Aurelia (2012) 'Novel Capsular Aggregates from Flexible Tripodal Triureas with Cs Symmetry.', Chemistry - a European journal., 18 (8). pp. 2389-2397.


Tris(2‐ and 3‐ureidobenzyl)amines with Cs symmetry self‐assemble in solution forming mixtures of regioisomeric capsular aggregates, one of which is chiral and the other centrosymmetric. Under certain conditions, a predominance of the centrosymmetric regioisomer is found before equilibrium, that is, a mixture close to the statistical ratio of the two species is reached. In the solid state, there is a preference for the centrosymmetric capsules. Molecular models of both regioisomeric aggregates have been built and analyzed for comparison. Guests inside capsules formed by self‐assembly of desymmetrized tris(3‐ureidobenzyl)amines feel different magnetic environments, depending on whether they are inside a chiral or an achiral regioisomeric container. Of special significance are the experiments with a more flexible triurea endowed with an ureidopropylic arm, which self‐assembles with the same efficiency as the more rigid tris(ureidobenzyl)amines.

Item Type:Article
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Publisher statement:This is the peer reviewed version of the following article: Novel Capsular Aggregates from Flexible Tripodal Triureas with Cs Symmetry, which has been published in final form at This article may be used for non-commercial purposes in accordance With Wiley-VCH Terms and Conditions for self-archiving.
Date accepted:No date available
Date deposited:07 April 2021
Date of first online publication:19 January 2012
Date first made open access:07 April 2021

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