Significant improvement of complexation of a bisparaquat guest was achieved by the formation of a pseudocryptand-based [3]pseudorotaxane.
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http://dx.doi.org/10.1039/b417661h | DOI Listing |
J Org Chem
September 2022
Department of Chemistry, Education Center, Faculty of Engineering, Chiba Institute of Technology, Shibazono, Narashino, Chiba 275-0023, Japan.
A flexible cylindrical cryptand () with two -phenylene-26-crown-8 ethers has been prepared, and its complexing properties with respect to tetravalent cationic bis-paraquat guests have been investigated. Diffusion-ordered spectroscopy nuclear magnetic resonance (NMR) and titration experiments using cold electrospray ionization mass spectrometry and H NMR revealed that has versatile complexing properties with respect to tetravalent cationic guests used despite the guest molecules' length and shape.
View Article and Find Full Text PDFJ Am Chem Soc
March 2018
Department of Chemistry , Virginia Tech , Blacksburg , Virginia 24060 , United States.
Five new bis(dibenzo-30-crown-10-based cryptand)s were synthesized, two of which (16 and 17) had long (12-atom), flexible spacers that led to cooperative complexation of dibenzyl paraquat TFSI ( K = 4.36 × 10 M for 17•2b). Self-assembly of 16 and 17 with bisparaquats with similar spacers (18, 21, and 23) led to high molecular weight supramolecular pseudorotaxane polymers in solution.
View Article and Find Full Text PDFChem Commun (Camb)
September 2012
Key Laboratory of Mesoscopic Chemistry of MOE, Center for Multimolecular Chemistry, School of Chemistry and Chemical Engineering, Nanjing University, Nanjing 210093, China.
Ureidopyrimidinone functionalized pillar[5]arene (UPyP5) was synthesized and employed to complex with a bisparaquat derivative (G) to form supramolecular polymers at relatively high concentration. The orthogonal binding interactions including quadruple hydrogen bonding and host-guest interaction should play vital roles in the construction of this linear assembly.
View Article and Find Full Text PDFOrg Lett
September 2011
Department of Chemistry, Virginia Polytechnic Institute and State University, Blacksburg, Virginia 24061, USA.
The first pseudocryptand-type supramolecular [3]pseudorotaxane was designed and prepared via the self-assembly of a bispicolinate BMP32C10 derivative and a bisparaquat. The complexation behavior was cooperative. In addition, the complex comprised of the BMP32C10 derivative and a cyclic bisparaquat demonstrated strong binding; interestingly, a poly[2]pseudocatenane structure was formed in the solid state for the first time.
View Article and Find Full Text PDFJ Am Chem Soc
March 2011
Department of Chemistry, Virginia Polytechnic Institute and State University, Blacksburg, Virginia 24061, USA.
Two novel bis(m-phenylene)-32-crown-10-based cryptands, one bearing covalent linkages and the other metal-complex linkages, were designed and prepared. By self-assembly of these biscryptands, which can be viewed as AA monomers, and a bisparaquat, which can be viewed as a BB monomer, AA-BB-type linear supramolecular polymers with relatively high molecular weights were successfully prepared.
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