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Enhanced Synthetic Access to Tris-CF₃-Substituted Corroles

Yadav, Pinky and Khoury, Sally and Mahammed, Atif and Morales, Maryann and Virgil, Scott C. and Gray, Harry B. and Gross, Zeev (2020) Enhanced Synthetic Access to Tris-CF₃-Substituted Corroles. Organic Letters, 22 (8). pp. 3119-3122. ISSN 1523-7060. PMCID PMC7187640. https://resolver.caltech.edu/CaltechAUTHORS:20200331-133818896

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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.


Item Type:Article
Related URLs:
URLURL TypeDescription
https://doi.org/10.1021/acs.orglett.0c00879DOIArticle
http://www.ncbi.nlm.nih.gov/pmc/articles/pmc7187640/PubMed CentralArticle
ORCID:
AuthorORCID
Virgil, Scott C.0000-0001-8586-5641
Gray, Harry B.0000-0002-7937-7876
Gross, Zeev0000-0003-1170-2115
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.
Funders:
Funding AgencyGrant Number
Israel Science FoundationUNSPECIFIED
NIHR01 DK019038
Issue or Number:8
PubMed Central ID:PMC7187640
Record Number:CaltechAUTHORS:20200331-133818896
Persistent URL:https://resolver.caltech.edu/CaltechAUTHORS:20200331-133818896
Official Citation:Enhanced Synthetic Access to Tris-CF3-Substituted Corroles. Pinky Yadav, Sally Khoury, Atif Mahammed, Maryann Morales, Scott C. Virgil, Harry B. Gray, and Zeev Gross. Organic Letters 2020 22 (8), 3119-3122; DOI: 10.1021/acs.orglett.0c00879
Usage Policy:No commercial reproduction, distribution, display or performance rights in this work are provided.
ID Code:102207
Collection:CaltechAUTHORS
Deposited By: Tony Diaz
Deposited On:31 Mar 2020 20:45
Last Modified:07 May 2020 21:29

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