Synthesis of a Mechanically Planar Chiral and Axially Chiral [2]Rotaxane.

In this study, we synthesized a [2]rotaxane that was both mechanically planar chiral and axially chiral, comprising a symmetrical bis-crown ether featuring a biphenyl moiety (as the macrocyclic component) and a symmetrical bis-ammonium salt (as the dumbbell-shaped component).

[1]  M. Uchiyama,et al.  A Chiral [3]Rotaxane Comprising Achiral Bis-macrocyclic and Dumbbell-Shaped Components. , 2021, Organic Letters.

[2]  T. Kawabata,et al.  Enantioselective preparation of mechanically planar chiral rotaxanes by kinetic resolution strategy , 2021, Nature communications.

[3]  H. Takaya,et al.  Locking the dynamic axial chirality of biphenyl crown ethers through threading. , 2020, Chemistry, an Asian journal.

[4]  S. Goldup,et al.  Strategies for the Synthesis of Enantiopure Mechanically Chiral Molecules , 2020, Chem.

[5]  C. Tian,et al.  Single-Step Enantioselective Synthesis of Mechanically Planar Chiral [2]Rotaxanes Using a Chiral Leaving Group Strategy , 2020, Journal of the American Chemical Society.

[6]  Kazuko Nakazono,et al.  Mechanical Chirality of Rotaxanes: Synthesis and Function , 2020, Symmetry.

[7]  Víctor Blanco,et al.  A [2]Rotaxane-Based Circularly Polarized Luminescence Switch , 2019, Journal of the American Chemical Society.

[8]  M. Baroncini,et al.  Chemical On/Off Switching of Mechanically Planar Chirality and Chiral Anion Recognition in a [2]Rotaxane Molecular Shuttle , 2019, Journal of the American Chemical Society.

[9]  S. Goldup,et al.  Stereoselective Synthesis of Mechanically Planar Chiral Rotaxanes , 2018, Angewandte Chemie.

[10]  Yuta Suzuki,et al.  Synthesis of a Chiral [2]Rotaxane: Induction of a Helical Structure through Double Threading. , 2018, Organic letters.

[11]  Yoshito Tobe,et al.  The Asymmetry is Derived from Mechanical Interlocking of Achiral Axle and Achiral Ring Components -Syntheses and Properties of Optically Pure [2]Rotaxanes- , 2018, Symmetry.

[12]  N. H. Evans.  Chiral Catenanes and Rotaxanes: Fundamentals and Emerging Applications , 2017, Chemistry.

[13]  M. Inouye,et al.  Helix‐Rotaxane Hybrid Systems: Rotaxane‐Stabilized, Saccharide‐Induced Chiral Ethynylpyridine Helices by a Thermodynamic Process , 2017 .

[14]  Stephen M. Goldup,et al.  An Efficient Approach to Mechanically Planar Chiral Rotaxanes , 2014, Journal of the American Chemical Society.

[15]  M. Ikeda,et al.  Chirality transcription and amplification by [2]pseudorotaxanes. , 2013, Chemical communications.

[16]  C. Campbell,et al.  Strategies and tactics for the metal-directed synthesis of rotaxanes, knots, catenanes, and higher order links. , 2011, Angewandte Chemie.

[17]  P. Dambruoso,et al.  Enantioselective OrganocatalyticAryloxylation of β-Keto Esters , 2011 .

[18]  A. Slawin,et al.  A chemically-driven molecular information ratchet. , 2008, Journal of the American Chemical Society.

[19]  Y. Makita,et al.  Catalytic Asymmetric Synthesis and Optical Resolution of Planar Chiral Rotaxane , 2007 .

[20]  F. Vögtle,et al.  Bridging rotaxanes' wheels--cyclochiral bonnanes. , 2006, Angewandte Chemie.

[21]  K. Rissanen,et al.  Chemistry with Roataxanes: Intra‐ and Intermolecularly Covalently Linked Rotaxanes , 2006 .

[22]  David J. Williams,et al.  Dynamic chirality: keen selection in the face of stereochemical diversity in mechanically bonded compounds. , 2003, Chemistry.

[23]  T. Seo,et al.  A High-Yielding and Convenient Synthesis of Rotaxane Based On an Ester Forming Capping Methodology , 2002 .

[24]  J. F. Stoddart,et al.  Supramolecular daisy chains. , 2001, The Journal of organic chemistry.

[25]  C. Schalley,et al.  On the way to rotaxane-based molecular motors: studies in molecular mobility and topological chirality. , 2001, Accounts of chemical research.

[26]  F. Vögtle,et al.  Amide‐Based Catenanes, Rotaxanes and Pretzelanes , 1999 .

[27]  E. Flapan.  A Knot Theoretic Approach to Molecular Chirality , 1999 .

[28]  F. Vögtle,et al.  Enantiomeric Resolution of Cycloenantiomeric Rotaxane, Topologically Chiral Catenane, and Pretzel-Shaped Molecules: Observation of Pronounced Circular Dichroism , 1997 .