Absolute Configuration of trans-Perhydroazulene.

Fumito SaitoDennis GerbigJonathan BeckerPeter Richard Schreiner

Published in: Organic letters (2020)

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.

Keyphrases

diffusion weighted imaging
high resolution
molecular dynamics simulations
magnetic resonance imaging
high speed
density functional theory
computed tomography
molecularly imprinted