Skip to main content

Research Repository

Advanced Search

Novel Capsular Aggregates from Flexible Tripodal Triureas with Cs Symmetry

Alajarin, Mateo; Orenes, Raul-Angel; Howard, Judith A.K.; Spencer, Elinor C.; Steed, Jonathan W.; Pastor, Aurelia

Novel Capsular Aggregates from Flexible Tripodal Triureas with Cs Symmetry Thumbnail


Authors

Mateo Alajarin

Raul-Angel Orenes

Judith A.K. Howard

Elinor C. Spencer

Aurelia Pastor



Abstract

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.

Citation

Alajarin, M., Orenes, R., Howard, J. A., Spencer, E. C., Steed, J. W., & Pastor, A. (2012). Novel Capsular Aggregates from Flexible Tripodal Triureas with Cs Symmetry. Chemistry - A European Journal, 18(8), 2389-2397. https://doi.org/10.1002/chem.201102246

Journal Article Type Article
Online Publication Date Jan 19, 2012
Publication Date Feb 20, 2012
Deposit Date Apr 1, 2021
Publicly Available Date Mar 29, 2024
Journal Chemistry - A European Journal
Print ISSN 0947-6539
Electronic ISSN 1521-3765
Publisher Wiley
Peer Reviewed Peer Reviewed
Volume 18
Issue 8
Pages 2389-2397
DOI https://doi.org/10.1002/chem.201102246

Files





You might also like



Downloadable Citations