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http://dx.doi.org/10.1002/anie.200460187 | DOI Listing |
Chem Commun (Camb)
September 2016
Institute for Complex Molecular Systems, Eindhoven University of Technology, P. O. Box 513, 5600 MB Eindhoven, The Netherlands.
We report the synthesis and self-assembly of chiral, conformationally flexible C3-symmetrical trisamides. A strong Cotton effect is observed for the supramolecular polymers in linear alkanes but not in cyclic alkanes. MD simulations suggest 2 : 1 conformations of the amides within the aggregates in both types of solvents, but a chiral bias in only linear alkanes.
View Article and Find Full Text PDFSci Rep
December 2015
Technical Institute of Physics and Chemistry, Chinese Academy of Sciences, Beijing, 100190, China.
A new type of NADH model compound has been synthesized by an efficient and convenient method. This model compound exhibits high reactivity and enantioselectivity in asymmetric reduction reactions. The results show that chiral NADH model S could be effectively combined with Mg(2+) to form ternary complexes.
View Article and Find Full Text PDFAdv Carbohydr Chem Biochem
July 2015
Institute of Organic Chemistry, Polish Academy of Sciences, Warsaw, Poland. Electronic address:
Nitrogen-containing macrocyclic compounds (amines, amides, and N-heterocyclic derivatives) are important targets in supramolecular chemistry. This chapter discusses the importance of aza-macrocycles in general and, in particular, those receptors containing sugar unit(s). The combination of a carbohydrate scaffold bearing nitrogen-containing functional groups in macrocyclic molecules opens a convenient route to chiral receptors having potentially useful properties.
View Article and Find Full Text PDFChemistry
December 2014
Université d'Angers, CNRS, Laboratoire MOLTECH-Anjou, UMR 6200, UFR Sciences, Bât. K, 2 Bd. Lavoisier, 49045 Angers (France), Fax: (+33) 02-41-73-54-05.
The preparation and self-assembly of the enantiomers of a series of C3 -symmetric compounds incorporating three tetrathiafulvalene (TTF) residues is reported. The chiral citronellyl and dihydrocitronellyl alkyl chains lead to helical one dimensional stacks in solution. Molecular mechanics and dynamics simulations combined with experimental and theoretical circular dichroism support the observed helicity in solution.
View Article and Find Full Text PDFJ Org Chem
October 2014
Department of Chemistry, Center of Novel Functional Materials and State Key Laboratory of Synthetic Chemistry, The Chinese University of Hong Kong, Shatin, Hong Kong SAR.
The regiocontrolled syntheses of four chiral C1- or C3-symmetrical tribenzotriquinacene (TBTQ) derivatives bearing methoxy or hydroxy groups at the peripheral positions [(2,6-(OMe)2, (±)-18 and (±)-20; 2,6-(OH)2, (±)-19; and 2,6,10-(OMe)3, (±)-21] by two different synthesis protocols are reported. Compounds (±)-19, (±)-20, and (±)-21 and two (already-known) monosubstituted C1-symmetrical TBTQ analogues [2-OH (±)-23 and 2-OMe (±)-24] were readily resolved by chiral HPLC, and their absolute configurations were determined by X-ray crystallography and/or circular dichroism (CD) studies. Optical resolution of three closely related TBTQ derivatives [2,6-(OMe)2, (±)-18; 2-OMe, (±)-22; and 2-OH, (±)-25] containing the same peripheral substituents but other bridgehead residues failed.
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