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  Absolute configuration assignment of a chiral molecule in the gas phase using foil-induced Coulomb explosion imaging

Herwig, P., Zawatzky, K., Schwalm, D., Grieser, M., Heber, O., Jordon-Thaden, B., et al. (2014). Absolute configuration assignment of a chiral molecule in the gas phase using foil-induced Coulomb explosion imaging. Physical Review A, 90(5): 052503. doi:10.1103/PhysRevA.90.052503.

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 Creators:
Herwig, Philipp1, Author           
Zawatzky, Kerstin2, Author
Schwalm, Dirk1, 3, Author           
Grieser, Manfred1, Author           
Heber,, Oded3, Author
Jordon-Thaden, Brandon1, Author           
Krantz, Claude1, Author           
Novotny, Oldrich1, 4, Author           
Repnow, Roland1, Author           
Schurig, Volker5, Author
Vager, Zeev3, Author
Wolf, Andreas1, Author           
Trapp, Oliver2, Author
Kreckel, Holger1, Author           
Affiliations:
1Division Prof. Dr. Klaus Blaum, MPI for Nuclear Physics, Max Planck Society, ou_904548              
2Organisch-Chemisches Institut, Ruprecht-Karls-Universität Heidelberg, 69120 Heidelberg, Germany, ou_persistent22              
3Department of Particle Physics, Weizmann Institute of Science, Rehovot 76100, Israel, ou_persistent22              
4Astrophysics Laboratory, Columbia University, New York, New York 10027, USA, ou_persistent22              
5Organische Chemie, Eberhard Karls Universität Tübingen, 72076 Tübingen, Germany, ou_persistent22              

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 MPINP: Quantendynamik - Abteilung Blaum
 Abstract: Chiral molecules exist in two configurations that are nonsuperposable mirror images of one another. The underlying molecular structure is referred to as the absolute configuration. In chiral environments, the handedness of molecules influences their chemical characteristics dramatically, and therefore the determination of absolute configurations is of fundamental interest in organic chemistry and biology. Commonly applied techniques to assign absolute configuration are anomalous single-crystal x-ray diffraction and vibrational circular dichroism. However, these techniques become increasingly more challenging when applied to molecules that are made out of light atoms exclusively. Furthermore, there is no established method to determine the absolute handedness of gas-phase molecules that are not optically active. In this work, we apply the foil-induced Coulomb explosion imaging technique to determine directly the absolute configuration of the chiral molecule trans-2,3-dideuterooxirane (C2OD2H2) in the gas phase. The experiment leads to the definitive assignment of the (R,R) configuration to an enantio-selected dideuterooxirane sample with a statistical confidence of 5σ. As the handedness of trans-2,3-dideuterooxirane is unambiguously linked by chemical synthesis to the stereochemical key reference glyceraldehyde, our results provide an independent verification of the absolute configuration of the stereochemical reference standard.

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Language(s): eng - English
 Dates: 2014-11-10
 Publication Status: Issued
 Pages: 12
 Publishing info: -
 Table of Contents: -
 Rev. Type: Peer
 Identifiers: DOI: 10.1103/PhysRevA.90.052503
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Title: Physical Review A
  Other : Phys. Rev. A
Source Genre: Journal
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Publ. Info: New York, NY : American Physical Society
Pages: - Volume / Issue: 90 (5) Sequence Number: 052503 Start / End Page: - Identifier: ISSN: 1050-2947
CoNE: https://pure.mpg.de/cone/journals/resource/954925225012_2