2D Ising Model for Adsorption–induced Enantiopurification of Racemates

Dutta, Soham; Yun, Yongju; Widom, Michael; Gellman, Andrew J.

doi:10.1002/cphc.202000881

Title: 2D Ising Model for Adsorption–induced Enantiopurification of Racemates

Journal Article · Fri Dec 18 00:00:00 EST 2020 · ChemPhysChem

DOI:https://doi.org/10.1002/cphc.202000881· OSTI ID:1773757

Dutta, Soham ^[1]; Yun, Yongju ^[2]; Widom, Michael ^[1];

^[1]

Carnegie Mellon Univ., Pittsburgh, PA (United States)
Carnegie Mellon Univ., Pittsburgh, PA (United States); Pohang Univ. of Science and Technology (POSTECH), Geongbyuk (Korea)

Abstract Mechanisms for the spontaneous transformation of achiral chemical systems into states of enantiomeric purity have important ramifications in modern pharmacology and potential relevance to the origins of homochirality in life on Earth. Such mechanisms for enantiopurification are needed for production of chiral pharmaceuticals and other bioactive compounds. Previously proposed chemical mechanisms leading from achiral systems to near homochirality are initiated by a symmetry‐breaking step resulting in a minor excess of one enantiomer via statistical fluctuations in enantiomer concentrations. Subsequent irreversible processes then amplify the majority enantiomer concentration while simultaneously suppressing minority enantiomer production. Herein, equilibrium adsorption of amino acid enantiomer mixtures onto chiral and achiral surfaces reveals amplification of surface enantiomeric excess relative to the gas phase; i. e. enantiopurification of chiral adsorbates by adsorption. This adsorption‐induced amplification of enantiomeric excess is shown to be well‐describe by the 2D Ising model. More importantly, the 2D‐Ising model predicts formation of homochiral monolayers from adsorption of racemic mixtures or prochiral molecules on achiral surfaces; i. e. enantiopurification with no apparent chiral driving force.

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Research Organization:: Carnegie Mellon Univ., Pittsburgh, PA (United States)

Sponsoring Organization:: USDOE Office of Science (SC), Basic Energy Sciences (BES); National Science Foundation (NSF)

Contributing Organization:: Carnegie Mellon University

Grant/Contract Number:: SC0014506; SC0008703; CHE1764252

OSTI ID:: 1773757

Alternate ID(s):: OSTI ID: 1804596

Journal Information:: ChemPhysChem, Vol. 22, Issue 2; ISSN 1439-4235

Publisher:: ChemPubSoc EuropeCopyright Statement

Country of Publication:: United States

Language:: English

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