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

MPS-Authors
http://pubman.mpdl.mpg.de/cone/persons/resource/persons39375

Herwig,  Philipp
Division Prof. Dr. Klaus Blaum, MPI for Nuclear Physics, Max Planck Society;

http://pubman.mpdl.mpg.de/cone/persons/resource/persons31023

Schwalm,  Dirk
Division Prof. Dr. Klaus Blaum, MPI for Nuclear Physics, Max Planck Society;
Department of Particle Physics, Weizmann Institute of Science;

http://pubman.mpdl.mpg.de/cone/persons/resource/persons30535

Grieser,  Manfred
Division Prof. Dr. Klaus Blaum, MPI for Nuclear Physics, Max Planck Society;

http://pubman.mpdl.mpg.de/cone/persons/resource/persons30640

Jordon-Thaden,  Brandon
Division Prof. Dr. Klaus Blaum, MPI for Nuclear Physics, Max Planck Society;

http://pubman.mpdl.mpg.de/cone/persons/resource/persons30715

Krantz,  Claude
Division Prof. Dr. Klaus Blaum, MPI for Nuclear Physics, Max Planck Society;

http://pubman.mpdl.mpg.de/cone/persons/resource/persons30857

Novotny,  Oldrich
Division Prof. Dr. Klaus Blaum, MPI for Nuclear Physics, Max Planck Society;
Astrophysics Laboratory, Columbia University, New York;

http://pubman.mpdl.mpg.de/cone/persons/resource/persons30936

Repnow,  Roland
Division Prof. Dr. Klaus Blaum, MPI for Nuclear Physics, Max Planck Society;

http://pubman.mpdl.mpg.de/cone/persons/resource/persons31190

Wolf,  Andreas
Division Prof. Dr. Klaus Blaum, MPI for Nuclear Physics, Max Planck Society;

http://pubman.mpdl.mpg.de/cone/persons/resource/persons30721

Kreckel,  Holger
Division Prof. Dr. Klaus Blaum, MPI for Nuclear Physics, Max Planck Society;

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Citation

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.


Cite as: http://hdl.handle.net/11858/00-001M-0000-0024-47CE-1
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.