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.

scholarly journals Predominantly left-handed circular polarization in comets: Does it indicate L-enantiomeric excess in cometary organics?

2008 ◽  
Vol 4 (S251) ◽  
pp. 311-312 ◽  
Author(s):  
V. Rosenbush ◽  
N. Kiselev ◽  
L. Kolokolova
Keyword(s):  
Light Scattering ◽  
Circular Polarization ◽  
Enantiomeric Excess ◽  
Polarized Light ◽  
Optically Active ◽  
Active Materials ◽  
Circularly Polarized Light ◽  
Circularly Polarized ◽  
Cometary Dust ◽  
Left Handed

AbstractPolarimetric observations demonstrated that all comets with significant values of circular polarization show predominantly left–handed circularly polarized light. We discuss the presence of homochiral organics in cometary materials as a source of the observed circular polarization. We have studied the effect of chirality on light–scattering properties of cometary dust considering particles that possess optical activity. Our investigations show that the cometary dust may include optically active materials which can be prebiological homochiral organics.

scholarly journals Dynamic induction of enantiomeric excess from a prochiral azobenzene dimer under circularly polarized light

2015 ◽  
Vol 6 (2) ◽  
pp. 973-980 ◽  
Author(s):  
K. Rijeesh ◽  
P. K. Hashim ◽  
Shin-ichiro Noro ◽  
Nobuyuki Tamaoki
Keyword(s):  
Enantiomeric Excess ◽  
Polarized Light ◽  
Circularly Polarized Light ◽  
Circularly Polarized ◽  
Simultaneous Induction

We demonstrate the simultaneous induction of chirality and enantiomeric excess from a prochiral azobenzene dimerviaa chiral regioisomer formedin situupon CPL irradiation.

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