Chiral nematic organo-siloxane oligopodes based on an axially chiral binaphthalene core

2012 ◽  
Vol 48 (54) ◽  
pp. 6851 ◽  
Author(s):  
Christopher P. J. Schubert ◽  
M. Gabriela Tamba ◽  
Georg H. Mehl
Keyword(s):  
Chiral Nematic ◽  
Axially Chiral

scholarly journals Reversible Broad-Spectrum Control of Selective Reflections of Chiral Nematic Phases by Closed-/Open-Type Axially Chiral Azo Dopants

ChemistryOpen ◽  
2017 ◽  
Vol 6 (6) ◽  
pp. 684-684 ◽  
Author(s):  
Hiroya Nishikawa ◽  
Daigou Mochizuki ◽  
Hiroki Higuchi ◽  
Yasushi Okumura ◽  
Hirotsugu Kikuchi
Keyword(s):  
Broad Spectrum ◽  
Open Type ◽  
Chiral Nematic ◽  
Axially Chiral ◽  
Spectrum Control ◽  
Nematic Phases

scholarly journals Front Cover: Reversible Broad-Spectrum Control of Selective Reflections of Chiral Nematic Phases by Closed-/Open-Type Axially Chiral Azo Dopants (ChemistryOpen 6/2017)

ChemistryOpen ◽  
2017 ◽  
Vol 6 (6) ◽  
pp. 683-683
Author(s):  
Hiroya Nishikawa ◽  
Daigou Mochizuki ◽  
Hiroki Higuchi ◽  
Yasushi Okumura ◽  
Hirotsugu Kikuchi
Keyword(s):  
Broad Spectrum ◽  
Front Cover ◽  
Open Type ◽  
Chiral Nematic ◽  
Axially Chiral ◽  
Spectrum Control ◽  
Nematic Phases

Liquid crystallinity-embodied imidazolium-based ionic liquids and their chiral mesophases induced by axially chiral tetra-substituted binaphthyl derivatives

2015 ◽  
Vol 3 (16) ◽  
pp. 3960-3970 ◽  
Author(s):  
Sangbum Ahn ◽  
Shohei Yamakawa ◽  
Kazuo Akagi
Keyword(s):  
Ionic Liquids ◽  
Liquid Crystalline ◽  
The Novel ◽  
Liquid Crystallinity ◽  
Chiral Nematic ◽  
Axially Chiral ◽  
Chiral Dopants

The novel liquid crystalline ionic liquids (LCILs) were synthesised by introducing LC chains into both sides of imidazolium derivatives. The LCILs exhibited chiral nematic (N*) phases when the chiral dopants were added to the LCILs.

scholarly journals Reversible Broad-Spectrum Control of Selective Reflections of Chiral Nematic Phases by Closed-/Open-Type Axially Chiral Azo Dopants

ChemistryOpen ◽  
2017 ◽  
Vol 6 (6) ◽  
pp. 710-720 ◽  
Author(s):  
Hiroya Nishikawa ◽  
Daigou Mochizuki ◽  
Hiroki Higuchi ◽  
Yasushi Okumura ◽  
Hirotsugu Kikuchi
Keyword(s):  
Broad Spectrum ◽  
Open Type ◽  
Chiral Nematic ◽  
Axially Chiral ◽  
Spectrum Control ◽  
Nematic Phases

Effects of auxiliary ligands of Pd(ii) dimers on induction of chiral nematic phases: chirality inversion and the photo-responsive structural change

2015 ◽  
Vol 44 (7) ◽  
pp. 3209-3215 ◽  
Author(s):  
Kenji Tamura ◽  
Jun Yoshida ◽  
Masahiro Taniguchi ◽  
Takafumi Kitazawa ◽  
Akihiko Yamagishi ◽  
...  
Keyword(s):  
Structural Change ◽  
Liquid Crystals ◽  
Cd Spectrum ◽  
Chiral Nematic ◽  
Axially Chiral ◽  
Nematic Phases

An axially chiral Pd(ii) dimer changed its CD spectrum reversibly under irradiation at either 350 nm or 460 nm when it was doped in liquid crystals.

scholarly journals Chiral amplification in a cyanobiphenyl nematic liquid crystal doped with helicene-like derivatives

2009 ◽  
Vol 5 ◽  
Author(s):  
Alberta Ferrarini ◽  
Silvia Pieraccini ◽  
Stefano Masiero ◽  
Gian Piero Spada
Keyword(s):  
Liquid Crystal ◽  
Nematic Liquid Crystal ◽  
Geometry Optimization ◽  
Structural Features ◽  
Simple Relationship ◽  
Chiral Amplification ◽  
Molecular Chirality ◽  
Chiral Nematic ◽  
Axially Chiral ◽  
Conformational Freedom

The addition of a chiral non-racemic dopant to a nematic liquid crystal (LC) has the effect of transferring the molecular chirality to the phase organization and a chiral nematic phase is formed. This molecular chirality amplification in the LC provides a unique possibility for investigating the relationship between molecular structure, intermolecular interactions, and mesoscale organization. It is known that axially chiral or helical-shaped molecules with reduced conformational disorder are good candidates for high helical twisting power derivatives. In particular, biaryl derivatives are known to be efficient chiral inducers in biaryl nematic mesophases. In this paper, we focus on a new series of helicene-like molecules of known absolute configuration. We have integrated cholesteric pitch measurements with geometry optimization by DFT calculations and analysis of the twisting ability by the Surface Chirality model to shed light on the structural features responsible for the analogies and differences exhibited by these derivatives. The investigation of these dopants with well-defined geometry, by virtue of the low conformational freedom, and the substituents variously distributed around the core, allows us to extend our knowledge of the molecular origin of the chirality amplification in liquid crystals and to confirm the simple relationship “molecular P-helicity” → “cholesteric P-handedness” for helical-shaped helicene-like derivatives.

Total Synthesis of Axially-Chiral Cannabinols: A New Platform for Cannabinoid-Based Drug Discovery

2019 ◽  
Author(s):  
Primali Navaratne ◽  
Jenny Wilkerson ◽  
Kavindri Ranasinghe ◽  
Evgeniya Semenova ◽  
Lance McMahon ◽  
...  
Keyword(s):  
Drug Discovery ◽  
Total Synthesis ◽  
Ground State ◽  
Chemical Space ◽  
Modern Medicine ◽  
The Novel ◽  
Pharmaceutical Development ◽  
Bioactive Component ◽  
Axially Chiral ◽  
New Directions

<div> <div> <div> <p>Phytocannabinoids, molecules isolated from cannabis, are gaining attention as promising leads in modern medicine, including pain management. Considering the urgent need for combating the opioid crisis, new directions for the design of cannabinoid-inspired analgesics are of immediate interest. In this regard, we have hypothesized that axially-chiral-cannabinols (ax-CBNs), unnatural (and unknown) isomers of cannabinol (CBN) may be valuable scaffolds for cannabinoid-inspired drug discovery. There are multiple reasons for thinking this: (a) ax-CBNs would have ground-state three-dimensionality akin to THC, a key bioactive component of cannabis, (b) ax-CBNs at their core structure are biaryl molecules, generally attractive platforms for pharmaceutical development due to their ease of functionalization and stability, and (c) atropisomerism with respect to phytocannabinoids is unexplored “chemical space.” Herein we report a scalable total synthesis of ax-CBNs, examine physical properties experimentally and computationally, and provide preliminary behavioral and analgesic analysis of the novel scaffolds. </p> </div> </div> </div>

Synthesis of Axially Chiral 2,2’-Bisphosphobiarenes via a Nickel-Catalyzed Asymmetric Ullmann Coupling: General Access to Privileged Chiral Ligands without Optical Resolution

2020 ◽  
Author(s):  
Ziqing Zuo ◽  
Raphael Kim ◽  
Donald Watson
Keyword(s):  
Optical Resolution ◽  
Chiral Ligands ◽  
Chiral Auxiliaries ◽  
Axially Chiral ◽  
Ullmann Coupling

<div><p>We report an asymmetric Ullmann-type homocoupling of <i>ortho-</i>(iodo)arylphosphine oxides and <i>ortho</i>-(iodo)arylphosphonates that results in highly enantioenriched axially chiral bisphosphine oxides and bisphosphonates in good yields and excellent enantioselectivities. These products are readily converted to enantioenriched biaryl bisphosphines without need for chiral auxiliaries or optical resolution. This process provides a straightforward and practical route for the development of previously uninvestigated atroposelective biaryl bisphosphine ligands.</p></div>

Axially Chiral Bis(α-amino Acid)s and Their Deamino Analogues. Synthesis and Configurational Assignment

1998 ◽  
Vol 63 (2) ◽  
pp. 211-221 ◽  
Author(s):  
Miloš Tichý ◽  
Luděk Ridvan ◽  
Miloš Buděšínský ◽  
Jiří Závada ◽  
Jaroslav Podlaha ◽  
...  
Keyword(s):  
Amino Acid ◽  
Nmr Spectra ◽  
Building Blocks ◽  
X Ray Diffraction ◽  
Amino Groups ◽  
X Ray ◽  
Configurational Assignment ◽  
Symmetry Properties ◽  
Axially Chiral ◽  
Polymeric Structures

The axially chiral bis(α-amino acid)s cis-2 and trans-2 as possible building blocks for polymeric structures of novel type of helicity were prepared. Their configuration has been determined by NMR spectroscopy and, in the case of the trans-isomer, confirmed by single-crystal X-ray diffraction. Analogous pair of stereoisomeric diacids cis-3 and trans-3, devoid of the amino groups, was also prepared and their configuration assigned. The observed differences in the NMR spectra of cis- and trans-isomers of 2 and 3 are discussed from the viewpoint of their different symmetry properties.

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