scholarly journals Asymmetric autocatalysis triggered by triglycine sulfate with switchable chirality by the direction of electric field

2021 ◽  
Author(s):  
Tsuneomi Kawasaki ◽  
Yoshiyasu Kaimori ◽  
Seiya Shimada ◽  
Natsuki Hara ◽  
Susumu Sato ◽  
...  
Keyword(s):  
Electric Field ◽  
Organic Compounds ◽  
Enantiomeric Excess ◽  
Triglycine Sulfate ◽  
Molecular Chirality ◽  
Asymmetric Autocatalysis ◽  
Soai Reaction

Triglycine sulfate (TGS) acts as a chiral trigger for asymmetric autocatalysis with amplification of enantiomeric excess, i.e., the Soai reaction. Therefore, molecular chirality of highly enantioenriched organic compounds is controlled...

scholarly journals Role of Asymmetric Autocatalysis in the Elucidation of Origins of Homochirality of Organic Compounds

Symmetry ◽  
2019 ◽  
Vol 11 (5) ◽  
pp. 694 ◽  
Author(s):  
Kenso Soai ◽  
Tsuneomi Kawasaki ◽  
Arimasa Matsumoto
Keyword(s):  
Organic Compounds ◽  
Enantiomeric Excess ◽  
Polarized Light ◽  
Circularly Polarized Light ◽  
Circularly Polarized ◽  
Asymmetric Autocatalysis ◽  
Chiral Crystals ◽  
Related Compounds ◽  
Origin Of Chirality

Pyrimidyl alkanol and related compounds were found to be asymmetric autocatalysts in the enantioselective addition of diisopropylzinc to pyrimidine-5-carbaldehyde and related aldehydes. In the asymmetric autocatalysis with amplification of enantiomeric excess (ee), the very low ee (ca. 0.00005%) of 2-alkynyl-5-pyrimidyl alkanol was significantly amplified to >99.5% ee with an increase in the amount. By using asymmetric autocatalysis with amplification of ee, several origins of homochirality have been examined. Circularly polarized light, chiral quartz, and chiral crystals formed from achiral organic compounds such as glycine and carbon (13C/12C), nitrogen (15N/14N), oxygen (18O/16O), and hydrogen (D/H) chiral isotopomers were found to act as the origin of chirality in asymmetric autocatalysis. And the spontaneous absolute asymmetric synthesis was also realized without the intervention of any chiral factor.

Order-Disorder Structure of Triglycine Sulfate Under Electric Field

2010 ◽  
Vol 403 (1) ◽  
pp. 111-118 ◽  
Author(s):  
T. Kikuta ◽  
T. Yamazaki ◽  
N. Nakatani
Keyword(s):  
Electric Field ◽  
Triglycine Sulfate

Coherent electric field characterization of molecular chirality in the time domain

2012 ◽  
Vol 41 (12) ◽  
pp. 4457 ◽  
Author(s):  
Hanju Rhee ◽  
Intae Eom ◽  
Sung-Hyun Ahn ◽  
Minhaeng Cho
Keyword(s):  
Electric Field ◽  
Time Domain ◽  
Molecular Chirality ◽  
The Time Domain

Effect of enantiomeric excess on the smectic-C* phases under electric field

2015 ◽  
Vol 89 (3) ◽  
pp. 221-231 ◽  
Author(s):  
M. Chemingui ◽  
T. Soltani ◽  
J.P. Marcerou ◽  
T. Othman
Keyword(s):  
Electric Field ◽  
Enantiomeric Excess ◽  
Smectic C

scholarly journals Crystal Structure of the Isopropylzinc Alkoxide of Pyrimidyl Alkanol: Mechanistic Insights for Asymmetric Autocatalysis with Amplification of Enantiomeric Excess

2015 ◽  
Vol 54 (50) ◽  
pp. 15218-15221 ◽  
Author(s):  
Arimasa Matsumoto ◽  
Takaaki Abe ◽  
Atsushi Hara ◽  
Takayuki Tobita ◽  
Taisuke Sasagawa ◽  
...  
Keyword(s):  
Crystal Structure ◽  
Enantiomeric Excess ◽  
Asymmetric Autocatalysis

scholarly journals Structural Contributions to Autocatalysis and Asymmetric Amplification in the Soai Reaction

2020 ◽  
Author(s):  
Soumitra Athavale ◽  
Adam Simon ◽  
Kendall N Houk ◽  
Scott Denmark
Keyword(s):  
Organic Chemistry ◽  
Substrate Binding ◽  
New Paradigm ◽  
Unique Position ◽  
Structure Activity ◽  
Alkyl Groups ◽  
Mixed Catalyst ◽  
Substrate Reactivity ◽  
Asymmetric Autocatalysis ◽  
Soai Reaction

Diisopropylzinc alkylation of pyrimidine aldehydes – the Soai reaction, with its astonishing attribute of amplifying asymmetric autocatalysis, occupies a unique position in organic chemistry and stands as an eminent challenge for mechanistic elucidation. A new paradigm of ‘mixed catalyst substrate’ experiments with pyrimidine and pyridine systems allows a disconnection of catalysis from autocatalysis, providing insights into the role played by reactant and alkoxide structure. The alkynyl substituent favorably tunes catalyst solubility, aggregation and conformation while modulating substrate reactivity and selectivity. The alkyl groups and the heteroaromatic core play further complementary roles in catalyst aggregation and substrate binding. In the study of these structure activity relationships, novel pyridine substrates demonstrating amplifying autocatalysis were identified. Comparison of three autocatalytic systems representing a continuum of nitrogen Lewis basicity strength suggests how the strength of N-Zn binding events is a predominant contributor towards the rate of autocatalytic progression.<br><div> </div>

scholarly journals Effects of external electric field on the sensing property of volatile organic compounds over Janus MoSSe monolayer: a first-principles investigation

RSC Advances ◽  
2021 ◽  
Vol 11 (53) ◽  
pp. 33276-33287
Author(s):  
Chen-Hao Yeh ◽  
Yu-Tang Chen ◽  
Dah-Wei Hsieh
Keyword(s):  
Volatile Organic Compounds ◽  
Transition Metal ◽  
Electric Field ◽  
External Electric Field ◽  
Organic Compounds ◽  
First Principles ◽  
Asymmetric Structure ◽  
Transition Metal Dichalcogenide ◽  
Volatile Organic ◽  
New Generation

Janus 2D transition metal dichalcogenide (TMD) is a new generation 2D material with a unique asymmetric structure.

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