Control of Axial Chirality by Planar Chirality Based on Optically Active [2.2]Paracyclophane

2020 ◽  
Vol 26 (65) ◽  
pp. 14871-14877 ◽  
Author(s):  
Genki Namba ◽  
Yuki Mimura ◽  
Yoshitane Imai ◽  
Ryo Inoue ◽  
Yasuhiro Morisaki
Keyword(s):  
Optically Active ◽  
Axial Chirality ◽  
Planar Chirality

Cover Feature: Control of Axial Chirality by Planar Chirality Based on Optically Active [2.2]Paracyclophane (Chem. Eur. J. 65/2020)

2020 ◽  
Vol 26 (65) ◽  
pp. 14772-14772
Author(s):  
Genki Namba ◽  
Yuki Mimura ◽  
Yoshitane Imai ◽  
Ryo Inoue ◽  
Yasuhiro Morisaki
Keyword(s):  
Optically Active ◽  
Axial Chirality ◽  
Planar Chirality

ChemInform Abstract: Planar Chirality: Cycloaddition and Transannular Reactions of Optically Active Azoninones that Contain (E)-Olefins.

ChemInform ◽  
2010 ◽  
Vol 33 (10) ◽  
pp. no-no
Author(s):  
Alexander Sudau ◽  
Winfried Muench ◽  
Jan W. Bats ◽  
Udo Nubbemeyer
Keyword(s):  
Optically Active ◽  
Planar Chirality

Chemoenzymatic synthesis of optically active 1,2-disubstituted ferrocenes with planar chirality

2009 ◽  
Vol 20 (12) ◽  
pp. 1371-1377 ◽  
Author(s):  
Mounia Merabet-Khellasi ◽  
Louisa Aribi-Zouioueche ◽  
Olivier Riant
Keyword(s):  
Optically Active ◽  
Chemoenzymatic Synthesis ◽  
Planar Chirality

Planar Chirality:  Synthesis and Transannular Reactions of Unsaturated Optically Active Azoninones BearingE-Olefins

2000 ◽  
Vol 65 (6) ◽  
pp. 1710-1720 ◽  
Author(s):  
Alexander Sudau ◽  
Winfried Münch ◽  
Udo Nubbemeyer ◽  
Jan W. Bats
Keyword(s):  
Optically Active ◽  
Planar Chirality

Correlation Between Optical Activity and the Helical Molecular Orbitals of Allene and Cumulenes

2020 ◽  
Author(s):  
Marc Hamilton Garner ◽  
Clemence Corminboeuf
Keyword(s):  
Electronic Structure ◽  
Optical Activity ◽  
Optical Rotation ◽  
Molecular Orbitals ◽  
Optically Active ◽  
Electronic Transitions ◽  
Frontier Molecular Orbitals ◽  
Chiral Molecules ◽  
Axial Chirality ◽  
Rotation Dispersion

<div><div><div><p>Helical frontier molecular orbitals (MOs) appear in disubstituted allenes and even-n cumulenes. Chiral molecules are optically active, but while these molecules are single-handed chiral, π-orbitals of both helicities are present. Here we computationally examine whether the optical activity of chiral cumulenes is controlled by the axial chirality or the helicity of the electronic structure. We exploit hyperconjugation with alkyl, silaalkyl, and germaalkyl substituents to adjust the MO helicity without altering the axial chirality. For the same axial chirality, we observe an inversion of the helical MOs contribution to the electronic transitions and a change of sign in the electronic circular dichroism and optical rotation dispersion spectra. While the magnitude of the chiroptical response also increases, it is similar to that of chiral cumulenes without helical π-orbitals. Overall, Helical π-orbitals correlate with the big chiroptical response in cumulenes, but are not a prerequisite for it.</p></div></div></div>

Correlation Between Optical Activity and the Helical Molecular Orbitals of Allene and Cumulenes

2020 ◽  
Author(s):  
Marc Hamilton Garner ◽  
Clemence Corminboeuf
Keyword(s):  
Electronic Structure ◽  
Optical Activity ◽  
Optical Rotation ◽  
Molecular Orbitals ◽  
Optically Active ◽  
Electronic Transitions ◽  
Frontier Molecular Orbitals ◽  
Chiral Molecules ◽  
Axial Chirality ◽  
Rotation Dispersion

<div><div><div><p>Helical frontier molecular orbitals (MOs) appear in disubstituted allenes and even-n cumulenes. Chiral molecules are optically active, but while these molecules are single-handed chiral, π-orbitals of both helicities are present. Here we computationally examine whether the optical activity of chiral cumulenes is controlled by the axial chirality or the helicity of the electronic structure. We exploit hyperconjugation with alkyl, silaalkyl, and germaalkyl substituents to adjust the MO helicity without altering the axial chirality. For the same axial chirality, we observe an inversion of the helical MOs contribution to the electronic transitions and a change of sign in the electronic circular dichroism and optical rotation dispersion spectra. While the magnitude of the chiroptical response also increases, it is similar to that of chiral cumulenes without helical π-orbitals. Overall, Helical π-orbitals correlate with the big chiroptical response in cumulenes, but are not a prerequisite for it.</p></div></div></div>

Optically Active Covalent Organic Frameworks and Hyperbranched Polymers with Chirality Induced by Circularly Polarized Light

2021 ◽  
Author(s):  
Yuting Wang ◽  
Koji Yazawa ◽  
Qingyu Wang ◽  
Takunori Harada ◽  
Shuhei SHIMODA ◽  
...  
Keyword(s):  
Polarized Light ◽  
Hyperbranched Polymers ◽  
Optically Active ◽  
Covalent Organic Frameworks ◽  
Circularly Polarized Light ◽  
Circularly Polarized ◽  
Axial Chirality

Axial chirality was induced by circularly polarized light (CPL) irradiation to insoluble polymeric covalent organic frameworks (COF’s) as well as soluble hyperbranched polymers (HBP’s) composed of bezene-1,3,5-triyl groups as trigonal...

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