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Corannulene-Helicene Hybrids: Chiral π-Systems Comprising Both Bowl and Helical Motifs. | LitMetric

Corannulene-Helicene Hybrids: Chiral π-Systems Comprising Both Bowl and Helical Motifs.

Org Lett

Merkert Chemistry Center, Boston College, Chestnut Hill, Massachusetts 02467-3860, United States.

Published: August 2016

AI Article Synopsis

Article Abstract

Two distinct structural elements that render π-systems nonplanar, i.e., geodesic curvature and helical motifs, have been combined into new polyarenes that contain both features. The resultant corannulene-[n]helicenes (n = 5, 6) show unique molecular dynamics in their enantiomerization processes, including inversion motions of both the bowl and the helix. Optical resolution of a corannulene-based skeletally chiral molecule was also achieved for the first time, and the influence of the bowl-motif annulation on the chiroptical properties was investigated.

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Source
http://dx.doi.org/10.1021/acs.orglett.6b01801DOI Listing

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