Please use this identifier to cite or link to this item: https://hdl.handle.net/10356/160360
Title: Synthesis and properties of bis-corannulenes
Authors: Halilovic, Dzeneta
Rajeshkumar, Venkatachalam
Stuparu, Mihaiela Corina
Keywords: Science::Chemistry
Issue Date: 2021
Source: Halilovic, D., Rajeshkumar, V. & Stuparu, M. C. (2021). Synthesis and properties of bis-corannulenes. Organic Letters, 23(4), 1468-1472. https://dx.doi.org/10.1021/acs.orglett.1c00146
Project: 2019-T1-002-066 
RG106/19 
2018-T1-001-176 
RG18/18 
A1883c0006 
04INS000171C230 
Journal: Organic Letters 
Abstract: Corannulenecarbaldehyde and corannulenylmethyl triphenylphosphonium bromide are combined through the Wittig olefination reaction to furnish dicorannulenylethene with 70% yield. A subsequent oxidative photocyclization leads to annulation of the corannulene nuclei to produce a C42H18 nanographene structure in 59% yield. Interestingly, only the trans isomer of the dicorannulenylethene forms cocrystals with fullerene C60 through concave-convex and convex-convex π-π stacking interactions. The Mallory photocyclization could be extended to a phenanthrene-based diarylethene precursor to yield a large bicorannulene system.
URI: https://hdl.handle.net/10356/160360
ISSN: 1523-7060
DOI: 10.1021/acs.orglett.1c00146
Schools: School of Physical and Mathematical Sciences 
Rights: © 2021 American Chemical Society. All rights reserved. This article may be downloaded for personal use only. Any other use requires prior permission of the copyright holder. The Version of Record is available online at http://doi.org/10.1021/acs.orglett.1c00146.
Fulltext Permission: open
Fulltext Availability: With Fulltext
Appears in Collections:SPMS Journal Articles

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