Published April 17, 2020 | Version Accepted Version + Supplemental Material
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Enhanced Synthetic Access to Tris-CF₃-Substituted Corroles

Abstract

Separate focus on the oligomerization and oxidative cyclization steps required for the synthesis of 5,10,15-tris(trifluoromethyl)corrole revealed [bis(trifluoroacetoxy)iodo]benzene (PIFA) as a superior alternative oxidant. Under optimized conditions, the pure free-base corrole was obtained with a 6-fold increase in chemical yield and an 11-fold rise in isolated material per synthesis. The corresponding gallium(III) and manganese(III) complexes were isolated by adding the appropriate metal salt prior to corrole purification.

Additional Information

© 2020 American Chemical Society. Received: March 9, 2020; Published: March 31, 2020. This research was supported by the Israel Science Foundation (to ZG) and the United States National Institutes of Health (R01 DK019038 to HBG). Author Contributions: P.Y. and S.K. made equal contributions. The authors declare no competing financial interest.

Attached Files

Accepted Version - nihms-1583218.pdf

Supplemental Material - ol0c00879_si_001.pdf

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Additional details

Identifiers

PMCID
PMC7187640
Eprint ID
102207
DOI
10.1021/acs.orglett.0c00879
Resolver ID
CaltechAUTHORS:20200331-133818896

Related works

Funding

Israel Science Foundation
NIH
R01 DK019038

Dates

Created
2020-03-31
Created from EPrint's datestamp field
Updated
2023-07-20
Created from EPrint's last_modified field