title: Stimuli-controlled self-assembly of diverse tubular aggregates from one single small monomer.
abstract: The design and synthesis of new stimuli-responsive hydrogen-bonding monomers that display a diversity of self-assembly pathways is of central importance in supramolecular chemistry. Here we describe the aggregation properties of a simple, intrinsically C2-symmetric enantiopure bicyclic cavity compound bearing a terminally unsubstituted ureidopyrimidinone fragment fused with a pyrrole moiety in different solvents and in the absence and presence of C60and C70guests. The tetrameric cyclic aggregate is selectively obtained in chlorinated solvents, where only part of the available hydrogen bonding sites are utilized, whereas in toluene or upon addition of C70guests, further aggregation into tubular supramolecular polymers is achieved. The open-end cyclic assemblies rearrange into a closed-shell capsule upon introduction of C60with an accompanied symmetry breaking of the monomer. Our study demonstrates that a C60switch can be used to simultaneously control the topology and occupancy of tubular assemblies resulting from the aggregation of small monomers.
authors.affiliation: Center for Analysis and Synthesis, Department of Chemistry, Lund University, Lund SE-221 00, Sweden.|Institute of Advanced Synthesis, School of Chemistry and Molecular Engineering, Jiangsu National Synergetic Innovation Center for Advanced Materials, Nanjing Tech University, Nanjing 211816, China.
authors.forename: Qixun
authors.initials: Q
authors.lastname: Shi
authors.affiliation: Department of Organic Chemistry, Vilnius University, Vilnius LT-03225, Lithuania.
authors.forename: Tomas
authors.initials: T
authors.lastname: Javorskis
authors.affiliation: Center for Analysis and Synthesis, Department of Chemistry, Lund University, Lund SE-221 00, Sweden.
authors.forename: Karl-Erik
authors.initials: KE
authors.lastname: Bergquist
authors.affiliation: Department of Nanoengineering, Center for Physical Sciences and Technology, Vilnius LT-02300, Lithuania.
authors.forename: Artūras
authors.initials: A
authors.lastname: Ulčinas
authors.affiliation: Department of Organic Chemistry, Center for Physical Sciences and Technology, Vilnius LT-10257, Lithuania.
authors.forename: Gediminas
authors.initials: G
authors.lastname: Niaura
authors.affiliation: Department of Organic Chemistry, Center for Physical Sciences and Technology, Vilnius LT-10257, Lithuania.
authors.forename: Ieva
authors.initials: I
authors.lastname: Matulaitienė
authors.affiliation: Department of Organic Chemistry, Vilnius University, Vilnius LT-03225, Lithuania.
authors.forename: Edvinas
authors.identifier: 0000-0002-7257-5634
authors.initials: E
authors.lastname: Orentas
authors.affiliation: Center for Analysis and Synthesis, Department of Chemistry, Lund University, Lund SE-221 00, Sweden.
authors.forename: Kenneth
authors.initials: K
authors.lastname: Wärnmark