Diboron-Incorporated Indenofluorene: Isolation of Crystalline Neutral and Reduced States of 6,12-Diboraindeno[1,2-<i>b</i>]fluorene
Name
nihms-2094106.pdf
Description
Accepted version
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1.59 MB
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Checksum (MD5)
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Author(s)
Tra, Bi Youan E
Zhao, Yujie
Molino, Andrew
Ouyang, Yifu
Deng, Chun-Lin
McAloon, Colleen
McMillion, Noah D
Kim, Heechan
Zhang, Chonghe
Müller, Peter
Date Issued
May 21, 2025
Journal
Journal of the American Chemical Society
Publisher
American Chemical Society
Citation
Diboron-Incorporated Indenofluorene: Isolation of Crystalline Neutral and Reduced States of 6,12-Diboraindeno[1,2-b]fluorene. Bi Youan E. Tra, Yujie Zhao, Andrew Molino, Yifu Ouyang, Chun-Lin Deng, Colleen McAloon, Noah D. McMillion, Heechan Kim, Chonghe Zhang, Peter Müller, Robert G. Griffin, and Robert J. Gilliard Jr. Journal of the American Chemical Society 2025 147 (22), 18431-18437.
Version
Author's final manuscript
Abstract
The synthesis and redox transformations of 6,12-diboraindeno[1,2-b]fluorene (DBIF)─a pentacyclic π-system with diboron incorporation─are reported. In notable contrast to the all-hydrocarbon indenofluorenes, a ligand coordination and reduction strategy allows tuning of the electronic structure across four redox states. Accordingly, we introduce an 18π e– neutral DBIF, a 20π e– diradical, a 21π e– radical anion, and a 22π e– dianion, all of which have been isolated and structurally authenticated. The diradicals exhibit diradical character of up to 77% and possess open-shell singlet ground states with thermally accessible triplet states.
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DOI of Published Version
https://doi.org/10.1021/jacs.5c04487
