Abstract
Boron compounds (1-4) containing an internal B-O bond have been found to undergo facile multistructural transformations upon irradiation at 365 or 410 nm, generating rare 8-membered B,O-heterocycles (1c-4c). In addition, 2 and 3 also undergo an intramolecular Diels-Alder addition and oxyborane elimination concomitantly, via intermediates 2b/3b, producing 2d/3d. The pathways to isomer c and product d were found to be a thermal process and a photo process, respectively.
Original language | English |
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Pages (from-to) | 5285-5289 |
Number of pages | 5 |
Journal | Organic Letters |
Volume | 21 |
Issue number | 13 |
DOIs | |
Publication status | Published - 20 Jun 2019 |
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Hu, G. F., Li, H. J., Zeng, C., Wang, X., Wang, N., Peng, T., & Wang, S. (2019). Internal B-O Bond-Facilitated Photoisomerization of Boranes: Ring Expansion Versus Oxyborane Elimination/Intramolecular Diels-Alder Addition. Organic Letters, 21(13), 5285-5289. https://doi.org/10.1021/acs.orglett.9b01892