Dynamic propeller conformation for the unprecedentedly high degree of chiral amplification of supramolecular helices

Unprecedentedly high degree of chiral amplification using dynamic propeller conformation of triphenylamine.

[1]  M. Teraguchi,et al.  Enantioselective Permeation through Membranes of Chiral Helical Polymers Prepared by Depinanylsilylation of Poly(diphenylacetylene) with a High Content of the Pinanylsilyl Group , 2003 .

[2]  Tianyu Wang,et al.  Supramolecular Chirality in Self-Assembled Systems. , 2015, Chemical reviews.

[3]  S. Grimme,et al.  A consistent and accurate ab initio parametrization of density functional dispersion correction (DFT-D) for the 94 elements H-Pu. , 2010, The Journal of chemical physics.

[4]  L. Bouteiller,et al.  Tunable asymmetric catalysis through ligand stacking in chiral rigid rods. , 2013, Journal of the American Chemical Society.

[5]  Katsuhiro Maeda,et al.  Memory of macromolecular helicity assisted by interaction with achiral small molecules , 1999, Nature.

[6]  E. W. Meijer,et al.  Sergeants-and-soldiers principle in chiral columnar stacks of disc-shaped molecules with C3 symmetry , 1997 .

[7]  K. Cahill Helices in biomolecules. , 2005, Physical review. E, Statistical, nonlinear, and soft matter physics.

[8]  Tadashi Mori,et al.  A rational strategy for the realization of chain-growth supramolecular polymerization , 2015, Science.

[9]  E. W. Meijer,et al.  Tuning the extent of chiral amplification by temperature in a dynamic supramolecular polymer. , 2010, Journal of the American Chemical Society.

[10]  E. W. Meijer,et al.  Amplification of chirality in benzene tricarboxamide helical supramolecular polymers. , 2006, Chemical communications.

[11]  E. W. Meijer,et al.  Probing the limits of the majority-rules principle in a dynamic supramolecular polymer. , 2010, Journal of the American Chemical Society.

[12]  F. Crick,et al.  Structure of Small Viruses , 1956, Nature.

[13]  R. Fausto,et al.  Vibrational spectrum and molecular structure of triphenylamine monomer: A combined matrix-isolation FTIR and theoretical study , 2003 .

[14]  M. Maaloum,et al.  Control over nanostructures and associated mesomorphic properties of doped self-assembled triarylamine liquid crystals. , 2015, Chemistry.

[15]  E. W. Meijer,et al.  Symmetry breaking in the self-assembly of partially fluorinated benzene-1,3,5-tricarboxamides. , 2012, Angewandte Chemie.

[16]  K. Hatada,et al.  Optically active poly(triphenylmethyl methacrylate) with one-handed helical conformation , 1979 .

[17]  E. W. Meijer,et al.  C3-symmetrical self-assembled structures investigated by vibrational circular dichroism. , 2008, Chirality.

[18]  E. Yashima,et al.  Helical polymers: synthesis, structures, and functions. , 2009, Chemical reviews.

[19]  Sato,et al.  The Macromolecular Route to Chiral Amplification. , 1999, Angewandte Chemie.

[20]  Stefan Grimme,et al.  Effect of the damping function in dispersion corrected density functional theory , 2011, J. Comput. Chem..

[21]  M. Maaloum,et al.  Light-triggered self-construction of supramolecular organic nanowires as metallic interconnects. , 2012, Nature chemistry.

[22]  E. W. Meijer,et al.  Triggering activity of catalytic rod-like supramolecular polymers. , 2015, Chemistry.

[23]  E. Yashima Synthesis and structure determination of helical polymers , 2010 .

[24]  Gerard Roelfes,et al.  DNA-based asymmetric catalysis. , 2005, Angewandte Chemie.

[25]  M. Reggelin,et al.  Helical chiral polymers without additional stereogenic units: a new class of ligands in asymmetric catalysis. , 2002, Angewandte Chemie.

[26]  G. G. Stokes "J." , 1890, The New Yale Book of Quotations.

[27]  F. Würthner,et al.  Control of H- and J-type pi stacking by peripheral alkyl chains and self-sorting phenomena in perylene bisimide homo- and heteroaggregates. , 2008, Chemistry.

[28]  T. Ikai,et al.  Chiral HPLC for efficient resolution of enantiomers. , 2008, Chemical Society reviews.

[29]  Armin Lambrecht,et al.  Broadband spectroscopy with external cavity quantum cascade lasers beyond conventional absorption measurements. , 2014, The Analyst.

[30]  E. Yashima,et al.  Polysaccharide Derivatives for Chromatographic Separation of Enantiomers. , 1998, Angewandte Chemie.

[31]  Steven M. Mennen,et al.  Asymmetric catalysis mediated by synthetic peptides. , 2007, Chemical reviews.

[32]  E. Yashima,et al.  Switchable enantioseparation based on macromolecular memory of a helical polyacetylene in the solid state. , 2014, Nature chemistry.

[33]  N. Giuseppone,et al.  Long-Range Energy Transport via Plasmonic Propagation in a Supramolecular Organic Waveguide. , 2016, Nano letters.

[34]  I. Huc,et al.  Chirality Effects in Self-assembled Fibrillar Networks. , 2005, Topics in current chemistry.

[35]  M. Suginome,et al.  Helical poly(quinoxaline-2,3-diyl)s bearing metal-binding sites as polymer-based chiral ligands for asymmetric catalysis. , 2009, Angewandte Chemie.

[36]  Maj Thijs Michels,et al.  Amplification of Chirality in Helical Supramolecular Polymers , 2003 .

[37]  T. Buffeteau,et al.  Vibrational circular dichroism and ab initio structure elucidation of an aromatic foldamer. , 2006, Chemical communications.

[38]  M. Maaloum,et al.  Supramolecular Organic Nanowires as Plasmonic Interconnects. , 2016, ACS nano.

[39]  E. W. Meijer,et al.  Chiral Amplification in Columns of Self-Assembled N, N', N"-Tris((S)-3, 7-dimethyloctyl)benzene-1, 3, 5-tricarboxamide in Dilute Solution , 2000 .

[40]  E. W. Meijer,et al.  The influence of oligo(ethylene glycol) side chains on the self-assembly of benzene-1,3,5-tricarboxamides in the solid state and in solution , 2009 .

[41]  E. W. Meijer,et al.  Insight into the mechanisms of cooperative self-assembly: the "sergeants-and-soldiers" principle of chiral and achiral C3-symmetrical discotic triamides. , 2008, Journal of the American Chemical Society.

[42]  T. Fukushima,et al.  Self-assembled graphitic nanotubes with one-handed helical arrays of a chiral amphiphilic molecular graphene. , 2005, Proceedings of the National Academy of Sciences of the United States of America.

[43]  L. Sánchez,et al.  Inversion of supramolecular helicity in oligo-p-phenylene-based supramolecular polymers: influence of molecular atropisomerism. , 2014, Angewandte Chemie.

[44]  E. W. Meijer,et al.  Chirality amplification in dynamic helical columns in water , 2000 .

[45]  Robert D Johnson,et al.  Macromolecular Stereochemistry: The Out-of-Proportion Influence of Optically Active Comonomers on the Conformational Characteristics of Polyisocyanates. The Sergeants and Soldiers Experiment , 1989 .

[46]  M. Teraguchi,et al.  Helix-sense-selective polymerization of phenylacetylene having two hydroxy groups using a chiral catalytic system. , 2003, Journal of the American Chemical Society.

[47]  T. Deming,et al.  Enantioselective polymerizations of achiral isocyanides. Preparation of optically active helical polymers using chiral nickel catalysts , 1992 .

[48]  E. W. Meijer,et al.  Theoretical models of nonlinear effects in two-component cooperative supramolecular copolymerizations , 2011, Nature communications.

[49]  A. Kornyshev,et al.  Structure and interactions of biological helices , 2007 .

[50]  E. W. Meijer,et al.  "Majority-rules" operative in chiral columnar stacks of C3-symmetrical molecules. , 2005, Journal of the American Chemical Society.

[51]  K. Sakurai,et al.  An enantiomeric nanoscale architecture obtained from a pseudoenantiomeric aggregate: covalent fixation of helical chirality formed in self-assembled discotic triazine triamides by chiral amplification. , 2006, Chemistry.

[52]  M. Klussmann,et al.  Helically chiral polymers: a class of ligands for asymmetric catalysis. , 2004, Proceedings of the National Academy of Sciences of the United States of America.

[53]  E. W. Meijer,et al.  Effect of stereogenic centers on the self-sorting, depolymerization, and atropisomerization kinetics of porphyrin-based aggregates. , 2011, Journal of the American Chemical Society.

[54]  E. W. Meijer,et al.  Consequences of chirality on the dynamics of a water-soluble supramolecular polymer , 2015, Nature Communications.

[55]  H. Flyvbjerg,et al.  Why is the microtubule lattice helical? , 2007, Biology of the cell.

[56]  M. Maaloum,et al.  Supramolecular self-assembly and radical kinetics in conducting self-replicating nanowires. , 2014, ACS nano.

[57]  E. W. Meijer,et al.  Amplification of Chirality in Helical Supramolecular Columns , 2001 .

[58]  E. W. Meijer,et al.  Amplification of chirality in dynamic supramolecular aggregates. , 2007, Angewandte Chemie.

[59]  E. W. Meijer,et al.  Unravelling the fine structure of stacked bipyridine diamine-derived C-3-discotics as determined by X-ray diffraction, quantum-chemical calculations, Fast-MAS NMR and CD spectroscopy , 2011 .

[60]  E. Yashima,et al.  Synthesis of functional poly(phenyl isocyanide)s with macromolecular helicity memory and their use as asymmetric organocatalysts. , 2009, Chirality.

[61]  Y. Okamoto Helical Polymers for Efficient Enantiomer Separation , 2013 .

[62]  T. Nakano,et al.  Synthetic helical polymers: conformation and function. , 2001, Chemical reviews.

[63]  M. Maaloum,et al.  Healable supramolecular polymers as organic metals. , 2014, Journal of the American Chemical Society.

[64]  M. Maaloum,et al.  The hierarchical self-assembly of charge nanocarriers: a highly cooperative process promoted by visible light. , 2010, Angewandte Chemie.

[65]  E. W. Meijer,et al.  Papers accepted for publication in The Analyst , 1973 .

[66]  E. W. Meijer,et al.  Dynamic supramolecular polymers based on benzene-1,3,5-tricarboxamides: the influence of amide connectivity on aggregate stability and amplification of chirality. , 2010, Chemistry.

[67]  K. Hatada,et al.  Asymmetric polymerization of triphenylmethyl methacrylate leading to a one-handed helical polymer: mechanism of polymerization , 1992 .