Enantioselective Growth of Chiral Serine‐Induced <i>β</i> ‐Ag <sub>2</sub> Se Crystals from an Organoselenium Compound

Abstract Chirality in inorganic materials has garnered increasing attention owing to its potential applications in enantioselective catalysis, chiral sensing, and optoelectronics. A novel enantioselective solution‐phase crystallization of orthorhombic β ‐phase of silver selenide ( β ‐Ag 2 Se, space group P 2 1 2 1 2 1 ) from an organoselenium precursor decorated with a chiral amino acid serving as a chiral inductor is reported herein. A controlled crystallization using cyclohexene‐1,2,3‐selenadiazole as selenium source in the presence of AgNO 3 and a suitable chiral additive enabled the formation of β ‐Ag 2 Se nanocrystals (NCs) with chiral character. Use of D/L‐Serine in the crystallization mixture resulted in distinct morphological differences; L‐Serine‐induced β ‐Ag 2 Se formed NCs with larger, terraced platelets, while D‐Serine‐induced β ‐Ag 2 Se exhibited smaller, lobate NCs. Spectroscopic and X‐ray diffraction studies revealed the formation of chiral β ‐Ag 2 Se crystals. Enantioselective adsorption studies revealed preferential interactions between L‐Ser‐induced β ‐Ag 2 Se with L‐Cys/L‐Ala, and vice versa, as confirmed by circular dichroism (CD), high‐performance liquid chromatography (HPLC), and isothermal titration calorimetry (ITC), indicating homochiral adsorption preference of chiral molecules onto chiral crystals of β ‐Ag 2 Se. These findings provide insight into the role of amino acid‐facilitated chiral induction in inorganic crystallization, offering new pathways for designing enantioselective synthesis of chalcogenide materials.

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Publication Details

Journal
Advanced Functional Materials
Published
2025-11-04
DOI
https://doi.org/10.1002/adfm.202521126
Citations
1
Primary Topic
Organoselenium and organotellurium chemistry
Type
article
Field-Weighted Citation Impact
1.31

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article

Enantioselective Growth of Chiral Serine‐Induced β ‐Ag 2 Se Crystals from an Organoselenium Compound

Yarden Ben Moshe, Matan Oliel, Dana Dina Medina, Yitzhak Mastai et al.
1 citations
Advanced Functional Materials
Organoselenium and organotellurium chemistry
1.31
article

Enantioselective Growth of Chiral Serine‐Induced β ‐Ag 2 Se Crystals from an Organoselenium Compound

Yarden Ben Moshe, Matan Oliel, Dana Dina Medina, Yitzhak Mastai, Subhomoy Das, Gil Otis
article en
1 citations

Abstract

Abstract Chirality in inorganic materials has garnered increasing attention owing to its potential applications in enantioselective catalysis, chiral sensing, and optoelectronics. A novel enantioselective solution‐phase crystallization of orthorhombic β ‐phase of silver selenide ( β ‐Ag 2 Se, space group P 2 1 2 1 2 1 ) from an organoselenium precursor decorated with a chiral amino acid serving as a chiral inductor is reported herein. A controlled crystallization using cyclohexene‐1,2,3‐selenadiazole as selenium source in the presence of AgNO 3 and a suitable chiral additive enabled the formation of β ‐Ag 2 Se nanocrystals (NCs) with chiral character. Use of D/L‐Serine in the crystallization mixture resulted in distinct morphological differences; L‐Serine‐induced β ‐Ag 2 Se formed NCs with larger, terraced platelets, while D‐Serine‐induced β ‐Ag 2 Se exhibited smaller, lobate NCs. Spectroscopic and X‐ray diffraction studies revealed the formation of chiral β ‐Ag 2 Se crystals. Enantioselective adsorption studies revealed preferential interactions between L‐Ser‐induced β ‐Ag 2 Se with L‐Cys/L‐Ala, and vice versa, as confirmed by circular dichroism (CD), high‐performance liquid chromatography (HPLC), and isothermal titration calorimetry (ITC), indicating homochiral adsorption preference of chiral molecules onto chiral crystals of β ‐Ag 2 Se. These findings provide insight into the role of amino acid‐facilitated chiral induction in inorganic crystallization, offering new pathways for designing enantioselective synthesis of chalcogenide materials.

Advanced Functional MaterialsVol. 36(22)
Bar-Ilan University (IL), Center for NanoScience (DE), Ludwig-Maximilians-Universität München (DE)
Bar-Ilan University, Israel Science Foundation
Openalex Percentile: Top 17%
Organoselenium and organotellurium chemistry
1.31
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