Monitoring interconversion between stereochemical states in single chirality-transfer complexes on a platinum surface

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Monitoring interconversion between stereochemical states in single chirality-transfer complexes on a platinum surface. / Goubert, Guillaume; Dong, Yi; Groves, Michael N.; Lemay, J.-C.; Hammer, Bjork; McBreen, Peter H.

I: Nature Chemistry, Bind 9, Nr. 6, 06.2017, s. 531-536.

Publikation: Bidrag til tidsskrift/Konferencebidrag i tidsskrift /Bidrag til avisTidsskriftartikelForskningpeer review

Harvard

Goubert, G, Dong, Y, Groves, MN, Lemay, J-C, Hammer, B & McBreen, PH 2017, 'Monitoring interconversion between stereochemical states in single chirality-transfer complexes on a platinum surface', Nature Chemistry, bind 9, nr. 6, s. 531-536. https://doi.org/10.1038/NCHEM.2753

APA

Goubert, G., Dong, Y., Groves, M. N., Lemay, J-C., Hammer, B., & McBreen, P. H. (2017). Monitoring interconversion between stereochemical states in single chirality-transfer complexes on a platinum surface. Nature Chemistry, 9(6), 531-536. https://doi.org/10.1038/NCHEM.2753

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Author

Goubert, Guillaume ; Dong, Yi ; Groves, Michael N. ; Lemay, J.-C. ; Hammer, Bjork ; McBreen, Peter H. / Monitoring interconversion between stereochemical states in single chirality-transfer complexes on a platinum surface. I: Nature Chemistry. 2017 ; Bind 9, Nr. 6. s. 531-536.

Bibtex

@article{6c2d5ca34d1a45ce97af31d438ff69f9,
title = "Monitoring interconversion between stereochemical states in single chirality-transfer complexes on a platinum surface",
abstract = "Elementary steps in enantioselective heterogeneous catalysis take place on the catalyst surface and the targeted synthesis of a desired enantiomer requires the implantation of chiral information at the surface, which can be achieved-for example-by adsorbing chiral molecules. Studies of the structures of complexes formed between adsorbed prochiral reagents and chiral molecules yield information on the forces exerting stereocontrol, but further insight could be gained by studying the dynamics of their interactions. Here, using time-lapsed scanning tunnelling microscopy and density functional theory, we observe coupling between multiple stereochemical states within individual non-covalently bonded chirality-transfer complexes on a metal surface. We identify two modes of transformation between stereochemical states and find that the prochiral reagent can sample several complexation geometries during the lifetime of a complex, switching between states of opposing prochirality in the process. These results provide insight on the contribution of individual stereochemical states to the overall enantioselectivity of reactions occurring on catalyst surfaces.",
keywords = "ASYMMETRIC HYDROGENATION, METAL-SURFACES, CATALYSIS, PT(111), ENANTIOSELECTIVITY, ADSORPTION, MOLECULES, KETONES, SITES, STM",
author = "Guillaume Goubert and Yi Dong and Groves, {Michael N.} and J.-C. Lemay and Bjork Hammer and McBreen, {Peter H.}",
year = "2017",
month = jun,
doi = "10.1038/NCHEM.2753",
language = "English",
volume = "9",
pages = "531--536",
journal = "Nature Chemistry",
issn = "1755-4330",
publisher = "Nature Publishing Group",
number = "6",

}

RIS

TY - JOUR

T1 - Monitoring interconversion between stereochemical states in single chirality-transfer complexes on a platinum surface

AU - Goubert, Guillaume

AU - Dong, Yi

AU - Groves, Michael N.

AU - Lemay, J.-C.

AU - Hammer, Bjork

AU - McBreen, Peter H.

PY - 2017/6

Y1 - 2017/6

N2 - Elementary steps in enantioselective heterogeneous catalysis take place on the catalyst surface and the targeted synthesis of a desired enantiomer requires the implantation of chiral information at the surface, which can be achieved-for example-by adsorbing chiral molecules. Studies of the structures of complexes formed between adsorbed prochiral reagents and chiral molecules yield information on the forces exerting stereocontrol, but further insight could be gained by studying the dynamics of their interactions. Here, using time-lapsed scanning tunnelling microscopy and density functional theory, we observe coupling between multiple stereochemical states within individual non-covalently bonded chirality-transfer complexes on a metal surface. We identify two modes of transformation between stereochemical states and find that the prochiral reagent can sample several complexation geometries during the lifetime of a complex, switching between states of opposing prochirality in the process. These results provide insight on the contribution of individual stereochemical states to the overall enantioselectivity of reactions occurring on catalyst surfaces.

AB - Elementary steps in enantioselective heterogeneous catalysis take place on the catalyst surface and the targeted synthesis of a desired enantiomer requires the implantation of chiral information at the surface, which can be achieved-for example-by adsorbing chiral molecules. Studies of the structures of complexes formed between adsorbed prochiral reagents and chiral molecules yield information on the forces exerting stereocontrol, but further insight could be gained by studying the dynamics of their interactions. Here, using time-lapsed scanning tunnelling microscopy and density functional theory, we observe coupling between multiple stereochemical states within individual non-covalently bonded chirality-transfer complexes on a metal surface. We identify two modes of transformation between stereochemical states and find that the prochiral reagent can sample several complexation geometries during the lifetime of a complex, switching between states of opposing prochirality in the process. These results provide insight on the contribution of individual stereochemical states to the overall enantioselectivity of reactions occurring on catalyst surfaces.

KW - ASYMMETRIC HYDROGENATION

KW - METAL-SURFACES

KW - CATALYSIS

KW - PT(111)

KW - ENANTIOSELECTIVITY

KW - ADSORPTION

KW - MOLECULES

KW - KETONES

KW - SITES

KW - STM

U2 - 10.1038/NCHEM.2753

DO - 10.1038/NCHEM.2753

M3 - Journal article

VL - 9

SP - 531

EP - 536

JO - Nature Chemistry

JF - Nature Chemistry

SN - 1755-4330

IS - 6

ER -