Journal article

Absolute Configuration of trans-Perhydroazulene


Authors listSaito, F; Gerbig, D; Becker, J; Schreiner, PR

Publication year2020

Pages3895-3899

JournalOrganic Letters

Volume number22

Issue number10

ISSN1523-7060

DOI Linkhttps://doi.org/10.1021/acs.orglett.0c01184

PublisherAmerican Chemical Society


Abstract
We present the absolute configuration (AC) determination of an alkane, trans-perhydroazulene (1), that displays the naturally very common trans fused [5,7] ring system. We outline the first synthesis yielding enantiopure 1 and the application of optical rotatory dispersion (ORD) and vibrational circular dichroism (VCD) techniques. The spectroscopic results are in excellent agreement with the computed ORD at B3LYP/6-311++G(2d,2p) and the computed VCD spectrum at B3LYP/6-311++G(d,p), providing an assignment of the AC as (R,R)-(+)-1.



Citation Styles

Harvard Citation styleSaito, F., Gerbig, D., Becker, J. and Schreiner, P. (2020) Absolute Configuration of trans-Perhydroazulene, Organic Letters, 22(10), pp. 3895-3899. https://doi.org/10.1021/acs.orglett.0c01184

APA Citation styleSaito, F., Gerbig, D., Becker, J., & Schreiner, P. (2020). Absolute Configuration of trans-Perhydroazulene. Organic Letters. 22(10), 3895-3899. https://doi.org/10.1021/acs.orglett.0c01184


Last updated on 2025-21-05 at 16:38