Literature DB >> 28461490

Enantiomerically enriched, polycrystalline molecular sieves.

Stephen K Brand1, Joel E Schmidt1,2, Michael W Deem3,4, Frits Daeyaert3,4, Yanhang Ma5, Osamu Terasaki5,6, Marat Orazov1,7, Mark E Davis8.   

Abstract

Zeolite and zeolite-like molecular sieves are being used in a large number of applications such as adsorption and catalysis. Achievement of the long-standing goal of creating a chiral, polycrystalline molecular sieve with bulk enantioenrichment would enable these materials to perform enantioselective functions. Here, we report the synthesis of enantiomerically enriched samples of a molecular sieve. Enantiopure organic structure directing agents are designed with the assistance of computational methods and used to synthesize enantioenriched, polycrystalline molecular sieve samples of either enantiomer. Computational results correctly predicted which enantiomer is obtained, and enantiomeric enrichment is proven by high-resolution transmission electron microscopy. The enantioenriched and racemic samples of the molecular sieves are tested as adsorbents and heterogeneous catalysts. The enantioenriched molecular sieves show enantioselectivity for the ring opening reaction of epoxides and enantioselective adsorption of 2-butanol (the R enantiomer of the molecular sieve shows opposite and approximately equal enantioselectivity compared with the S enantiomer of the molecular sieve, whereas the racemic sample of the molecular sieve shows no enantioselectivity).

Entities:  

Keywords:  asymmetric catalysis; chiral adsorption; chirality; zeolite

Year:  2017        PMID: 28461490      PMCID: PMC5441830          DOI: 10.1073/pnas.1704638114

Source DB:  PubMed          Journal:  Proc Natl Acad Sci U S A        ISSN: 0027-8424            Impact factor:   11.205


  16 in total

1.  Structure projection reconstruction from through-focus series of high-resolution transmission electron microscopy images.

Authors:  Wei Wan; Sven Hovmöller; Xiaodong Zou
Journal:  Ultramicroscopy       Date:  2012-01-31       Impact factor: 2.689

2.  Enantiopure anion templated synthesis of a zeolitic metal-organic framework.

Authors:  Zhong-Xuan Xu; Yu-Lu Ma; Jian Zhang
Journal:  Chem Commun (Camb)       Date:  2016-01-31       Impact factor: 6.222

3.  Asymmetric catalysis: science and opportunities (Nobel lecture).

Authors:  Ryoji Noyori
Journal:  Angew Chem Int Ed Engl       Date:  2002-06-17       Impact factor: 15.336

4.  Towards the rational design of efficient organic structure-directing agents for zeolite synthesis.

Authors:  Manuel Moliner; Fernando Rey; Avelino Corma
Journal:  Angew Chem Int Ed Engl       Date:  2013-10-02       Impact factor: 15.336

5.  Synthesis of new zeolite structures.

Authors:  Jiyang Li; Avelino Corma; Jihong Yu
Journal:  Chem Soc Rev       Date:  2015-03-05       Impact factor: 54.564

6.  Needs and trends in rational synthesis of zeolitic materials.

Authors:  Zhuopeng Wang; Jihong Yu; Ruren Xu
Journal:  Chem Soc Rev       Date:  2011-11-22       Impact factor: 54.564

7.  Synthesis, structure, and optical activity of HPM-1, a pure silica chiral zeolite.

Authors:  Alex Rojas; Oriol Arteaga; Bart Kahr; Miguel A Camblor
Journal:  J Am Chem Soc       Date:  2013-08-06       Impact factor: 15.419

8.  A zeolite family with chiral and achiral structures built from the same building layer.

Authors:  Liqiu Tang; Lei Shi; Charlotte Bonneau; Junliang Sun; Huijuan Yue; Arto Ojuva; Bao-Lin Lee; Mikael Kritikos; Robert G Bell; Zoltán Bacsik; Janos Mink; Xiaodong Zou
Journal:  Nat Mater       Date:  2008-04-13       Impact factor: 43.841

9.  Chiral symmetry breaking in sodium chlorate crystallizaton.

Authors:  D K Kondepudi; R J Kaufman; N Singh
Journal:  Science       Date:  1990-11-16       Impact factor: 47.728

10.  Facile Synthesis, Characterization, and Catalytic Behavior of a Large-Pore Zeolite with the IWV Framework.

Authors:  Joel E Schmidt; Cong-Yan Chen; Stephen K Brand; Stacey I Zones; Mark E Davis
Journal:  Chemistry       Date:  2016-02-02       Impact factor: 5.236

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  11 in total

1.  Cutting Materials in Half: A Graph Theory Approach for Generating Crystal Surfaces and Its Prediction of 2D Zeolites.

Authors:  Matthew Witman; Sanliang Ling; Peter Boyd; Senja Barthel; Maciej Haranczyk; Ben Slater; Berend Smit
Journal:  ACS Cent Sci       Date:  2018-02-06       Impact factor: 14.553

2.  Machine-learning approach to the design of OSDAs for zeolite beta.

Authors:  Frits Daeyaert; Fengdan Ye; Michael W Deem
Journal:  Proc Natl Acad Sci U S A       Date:  2019-02-07       Impact factor: 11.205

3.  Design of organic structure directing agents to guide the synthesis of zeolites for the separation of ethylene-ethane mixtures.

Authors:  Frits Daeyaert; Michael W Deem
Journal:  RSC Adv       Date:  2020-05-27       Impact factor: 4.036

4.  Design of organic structure directing agents to control the synthesis of zeolites for carbon capture and storage.

Authors:  Frits Daeyaert; Michael W Deem
Journal:  RSC Adv       Date:  2019-12-17       Impact factor: 4.036

5.  GTM-3, an Extra-Large Pore Enantioselective Chiral Zeolitic Catalyst.

Authors:  Ramón de la Serna; David Nieto; Raquel Sainz; Beatriz Bernardo-Maestro; Álvaro Mayoral; Carlos Márquez-Álvarez; Joaquín Pérez-Pariente; Luis Gómez-Hortigüela
Journal:  J Am Chem Soc       Date:  2022-05-03       Impact factor: 16.383

6.  Multi-objective de novo molecular design of organic structure-directing agents for zeolites using nature-inspired ant colony optimization.

Authors:  Koki Muraoka; Watcharop Chaikittisilp; Tatsuya Okubo
Journal:  Chem Sci       Date:  2020-07-20       Impact factor: 9.825

7.  Discovering Relationships between OSDAs and Zeolites through Data Mining and Generative Neural Networks.

Authors:  Zach Jensen; Soonhyoung Kwon; Daniel Schwalbe-Koda; Cecilia Paris; Rafael Gómez-Bombarelli; Yuriy Román-Leshkov; Avelino Corma; Manuel Moliner; Elsa A Olivetti
Journal:  ACS Cent Sci       Date:  2021-04-16       Impact factor: 14.553

8.  Highly Oriented Growth of Catalytically Active Zeolite ZSM-5 Films with a Broad Range of Si/Al Ratios.

Authors:  Donglong Fu; Joel E Schmidt; Zoran Ristanović; Abhishek Dutta Chowdhury; Florian Meirer; Bert M Weckhuysen
Journal:  Angew Chem Int Ed Engl       Date:  2017-07-04       Impact factor: 15.336

9.  Emergence of chirality and structural complexity in single crystals at the molecular and morphological levels.

Authors:  Maria Chiara di Gregorio; Linda J W Shimon; Vlad Brumfeld; Lothar Houben; Michal Lahav; Milko E van der Boom
Journal:  Nat Commun       Date:  2020-01-20       Impact factor: 14.919

Review 10.  Achiral Zeolites as Reaction Media for Chiral Photochemistry.

Authors:  Vaidhyanathan Ramamurthy
Journal:  Molecules       Date:  2019-10-02       Impact factor: 4.411

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