Journal ArticleDOI
Novel highly efficient absolute optical resolution method by serial combination of two asymmetric reactions from acetylene monomers having racemic substituents.
TLDR
The EPHS method was found to show an excellent performance and can be applied to actual optical resolution for a wide range of racemic compounds and is expected to become a practical optical resolution method.About:
This article is published in Chirality.The article was published on 2022-01-07. It has received 4 citations till now. The article focuses on the topics: Medicine & Enantiomeric excess.read more
Citations
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Journal ArticleDOI
Photostability and Dynamic Helical Behavior in Chiral Poly(phenylacetylene)s with a Preferred Screw‐Sense
Francisco Rey-Tarrío,Santiago Guisán-Ceinos,Juan M. Cuerva,Delia Miguel,María Ribagorda,Emilio Quiñoá,Félix Freire +6 more
TL;DR: In this article , the photochemical degradation in polyphenylacetylenes is directly related to their dynamic helical behavior, and it was demonstrated that poly(R)‐1, bearing an enantiopure sulfoxide group as pendant group, shows a large photostability due to the restricted conformational composition at the polyene backbone, needed to orient the conjugated double bonds prior to the electrocyclization process and the subsequent degradation of the material.
Journal ArticleDOI
Ab initio modeling of helical polyacetylenes: Peierls and Mott-Hubbard metal–insulator transitions
TL;DR: In this article , two helical isomers of polyacetylene were considered in the framework of density functional theory from the point of view of spontaneous symmetry breaking, and it was shown that the preference for one or another type of transition may depend on more subtle factors (in this case, on the rotation angle), which opens up the possibility of a fine tuning the properties of 1D nanosystems.
Journal ArticleDOI
Photostability and Dynamic Helical Behavior in Chiral Poly(phenylacetylene)s with a Preferred Screw‐Sense
TL;DR: In this paper , the photochemical degradation in poly(phenylacetylene)s (PPAs) is directly related to their dynamic helical behavior, and it was demonstrated that poly-(R)-1, bearing an enantiopure sulfoxide group as pendant group, shows a large photostability due to the restricted conformational composition at the polyene backbone.
Journal ArticleDOI
Screw sense excess and reversals of helical polymers in solution
TL;DR: In this paper , the photochemical electrocyclization (PEC) of poly(phenylacetylene)s (PPAs) is used to determine not only the presence of helix reversals in polymer solution, but also to estimate the screw sense excess.
References
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Journal ArticleDOI
Helix-Sense-Selective Polymerization of Phenylacetylene Having Two Hydroxy Groups Using a Chiral Catalytic System
Toshiki Aoki,Takashi Kaneko,Naoki Maruyama,Atsushi Sumi,Masahiko Takahashi,Sato Takashi,Masahiro Teraguchi +6 more
TL;DR: This is the first example of helix-sense-selective polymerization of a substituted acetylene, and the stability of the helicity was found to be caused by intramolecular hydrogen bonds.
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Preparation of chiral compounds with high optical purity by irradiation with circularly polarized light, a model reaction for the prebiotic generation of optical activity
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Asymmetric photolysis of (RS)-leucine with circularly polarized ultraviolet light
TL;DR: These 'equal and opposite' effects represent the second highest enantiomeric enrichments yet reported for an asymmetric photolysis and the first ever reported for a prebiotically important substrate - an amino acid.
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Enantioselective Synthesis of Near Enantiopure Compound by Asymmetric Autocatalysis Triggered by Asymmetric Photolysis with Circularly Polarized Light
Tsuneomi Kawasaki,Mirai Sato,Saori Ishiguro,Takahiro Saito,Yosuke Morishita,Itaru Sato,Hideo Nishino,Yoshihisa Inoue,Kenso Soai +8 more
TL;DR: The unprecedented example of asymmetric autocatalysis triggered directly by a chiral physical factor, that is, right- and left-handed CPL, leading to a near enantiopure compound is found.