Abstract
Experimental and kinetic analysis of a chemical system combines autocatalytic amplification of 2-alkynyl-5-pyrimidyl alkanol 2 and 6-alkynyl-3-pyridyl akanol 4 in which 2 acts as a chiral trigger and 4 being the subsequent autocatalyst. Starting from a very low initial ee, both alkanols are produced with high enantiopurity in one single cycle. This provides insight into a dual nonlinear amplification of chirality observed with amplifying trigger 2 and accelerated amplification of autocatalyst 4. These kinetic studies reveal a five-fold magnitude superior amplification rates of 4 associated with trigger's enantiopurity at the outset.
Highlights
Experimental and kinetic analysis of a chemical system combines autocatalytic amplification of 2-alkynyl-5-pyrimidyl alkanol 2 and 6-alkynyl-3-pyridyl akanol 4 in which 2 acts as a chiral trigger and 4 being the subsequent autocatalyst
We report on kinetic investigations of the combined autocatalytic amplification of 2 and 4 in a single chemical system
This provides insight into a dual nonlinear amplification of chirality observed with amplifying trigger 2 and immediately propagated with higher rate to autocatalyst 4
Summary
Experimental and kinetic analysis of a chemical system combines autocatalytic amplification of 2-alkynyl-5-pyrimidyl alkanol 2 and 6-alkynyl-3-pyridyl akanol 4 in which 2 acts as a chiral trigger and 4 being the subsequent autocatalyst. Experimental studies by kinetic measurements and NMR spectroscopy provided support for the contribution of higher oligomer species.[15] Besides, computational analysis provided a rational for other possible species such as trimers and tetramers, which must dissociate to recover the dimeric catalyst and propagate chirality.[16] Tetramers in ground state were recently shown to have inverse temperature dependence on reaction rate and induction period to release the active catalyst.
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