An article N-Substituted Benzene-1-Urea-3,5-Biscarboxamide (BUBA): Easily Accessible C-2-Symmetric Monomers for the Construction of Reversible and Chirally Amplified Helical Assemblies WOS:000476852100001 published article about SUPRAMOLECULAR POLYMERS; AMPLIFICATION; POLYMERIZATION; BENZENE-1,3,5-TRICARBOXAMIDES; ARCHITECTURES; RULES; NANOPARTICLES; DERIVATIVES; STABILITY; PRINCIPLE in [Li, Yan; Dubreucq, Ludovic; Alvarenga, Bruno G.; Raynal, Matthieu; Bouteiller, Laurent] Sorbonne Univ, CNRS, Inst Parisien Chim Mol, Equipe Chim Polymeres, 4 Pl Jussieu, F-75005 Paris, France; [Alvarenga, Bruno G.] Univ Estadual Campinas, UNICAMP, Dept Phys Chem, Inst Chem, Campinas, SP, Brazil in 2019, Cited 85. Formula: C10H11NO4. The Name is Dimethyl 5-aminoisophthalate. Through research, I have a further understanding and discovery of 99-27-4
Non-C-3-symmetric supramolecular helices are gaining interest for the design of hierarchical assemblies, for the compartmentalisation or the self-assembly of polymer chains and for application in asymmetric catalysis. Herein, N-substituted benzene-1-urea-3,5-biscarboxamide (BUBA) monomers, which consist of one urea and two carbon-connected amide functions linked to an aromatic ring, are introduced as an easily accessible class of C-2-symmetric supramolecular synthons. In apolar solvents, BUBA monomers assemble into long helical assemblies by means of hydrogen-bonding and aromatic interactions, as assessed by several analytical techniques. To probe the influence of the urea function, BUBA and related benzene-1,3,5-tricarboxamide (BTA) helical polymers have been compared, in terms of their thermodynamics of formation, stability, reversibility and chiral amplification properties. Similar to BTA, BUBA monomers form long helices reversibly through a highly cooperative mechanism and the helicity of their assemblies is governed by chiral amplification effects. However, precise quantification of their properties reveals that BUBA monomers assemble in a more cooperative manner. Also, chiral amplification operates to a higher extent in BUBA helices, as probed by both sergeants-and-soldiers and majority-rules experiments. Compatibility between urea and amide functions also allows the formation of co-assemblies that incorporate both BUBA and BTA monomers. Importantly, a small amount of chiral BUBA monomers in these co-assemblies is sufficient to obtain single-handed helices; thus paving the way towards the development of functional supramolecular helices.
About Dimethyl 5-aminoisophthalate, If you have any questions, you can contact Li, Y; Dubreucq, L; Alvarenga, BG; Raynal, M; Bouteiller, L or concate me.. Formula: C10H11NO4
Reference:
Patent; ASTRA ZENECA AB; NPS PHARMACEUTICALS, INC.; WO2004/14881; (2004); A2;,
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