Determination of the absolute configuration of a chiral epoxide using foil induced Coulomb explosion imaging

29th International Conference on Photonic, Electronic, and Atomic Collisions

Herwig, P.^1 ; Zawatzky, K.^2 ; Schwalm, D.^1,3 ; Grieser, M.^1 ; Heber, O.^3 ; Jordon-Thaden, B.^1 ; Krantz, C.^1 ; Novotný, O.^1,4 ; Repnow, R.^1 ; Schurig, V.^5 ; Vager, Z.^3 ; Wolf, A.^1 ; Trapp, O.^2 ; Kreckel, H.^1

Max-Planck-Institut für Kernphysik, Heidelberg

69117, Germany^1

Organisch-Chemisches Institut, Ruprecht-Karls-Universität Heidelberg, Heidelberg

69120, Germany^2

Department of Particle Physics, Weizmann Institute of Science, Rehovot

76100, Israel^3

Astrophysics Laboratory, Columbia University, New York

NY

10027, United States^4

Organische Chemie, Eberhard Karls Universität Tübingen, Tübingen

72076, Germany^5

关键词: Absolute configuration;    Chiral epoxides;    Coulomb explosion imaging;    Homochiral;    Molecular sample;    Reference standard;    Reference substance;    Statistical significance;   

Others  :  https://iopscience.iop.org/article/10.1088/1742-6596/635/1/012014/pdf
DOI  :  10.1088/1742-6596/635/1/012014

来源: IOP

【 摘 要 】

We have applied the method of foil-induced Coulomb Explosion Imaging (FCEI) to determine the handedness of a homochiral sample of the compound trans-2,3-dideuterooxirane C2OH2D2. We determined the compound to be of the (R, R)-econfiguration with a statistical significance of 5σ. As the molecular sample was chemically linked to the stereochemical reference standard glyceraldehyde, our assignment constitutes an independent verification of the absolute handedness of all compounds linked to this reference substance.