Chiral Cyclobutane-Based Ureas as Versatile Platforms to Tune Structural Diversity : An Experimental and Theoretical Approach
Illa, Ona (Universitat Autònoma de Barcelona. Departament de Química)
Da Silva, Eric (Universitat Autònoma de Barcelona. Departament de Química)
Torres, Elisabeth (Universitat Autònoma de Barcelona. Departament de Química)
Alvarez-Larena, Angel (Universitat Autònoma de Barcelona. Servei de Difracció de Raigs X)
Wurst, Klaus (University of Innsbruck. Institut für Allgemeine Anorganische und Theoretische Chemie)
Ortuño Mingarro, Rosa María (Universitat Autònoma de Barcelona. Departament de Química)
Branchadell Gallo, Vicenç (Universitat Autònoma de Barcelona. Departament de Química)

Date:	2024
Abstract:	Four new chiral 2,2'-disubstituted biscyclobutane ureas have been synthesized and crystallized. Each of them bears a different substituent on positions 2,2', that is, esters, hydroxymethyl groups, and carboxyl groups. The mode of aggregation of each urea in the crystal packing to form chains, helices, sheets, and others is tuned both by the intermolecular hydrogen bonds between the urea groups and by the different ability of the substituents to generate extra hydrogen bonding. Experimental results have been rationalized with the aid of computational calculations, which allow to understand the contribution of the energetic factors to the stabilization of the preferential structures observed.
Rights:	Tots els drets reservats.
Language:	Anglès
Document:	Article ; recerca ; Versió acceptada per publicar
Published in:	Crystal Growth and Design, Vol. 24, Issue 7 (April 2024) , p. 2807-2820, ISSN 1528-7505

DOI: 10.1021/acs.cgd.3c01467

Available from: 2025-04-30 Postprint

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Research literature > UAB research groups literature > Research Centres and Groups (research output) > Experimental sciences > Synthesis of Bioactive Organic Compounds and Functional Materials (SynOrgFUN)
Articles > Research articles
Articles > Published articles