Strain-Relief-Driven Rearrangement of [2.2]Paracyclophane Derivatives in the Synthesis of Biarylophanes
The prospect of applying the Scholl reaction to [2.2]paracyclophanes without oxidative bridge cleavage was investigated using a set of three aryl-substituted derivatives. In each case, rupture of the [2.2]paracyclophane framework could not be circumvented but led instead to a set of structurally unusual fluorescent biarylophanes (Φ<sub>F</sub> up to 0.60) with differing regioselectivity in the final ring closure.
Authors
- Huck K. Grover (ORCID: https://orcid.org/0000-0003-3471-678X)
- Graham J. Bodwell (ORCID: https://orcid.org/0000-0002-9476-2078)
- Jian‐Bin Lin (ORCID: https://orcid.org/0000-0002-3117-1959)
- Sourav Biswas (ORCID: https://orcid.org/0000-0002-9012-4773)
- Yuming Zhao (ORCID: https://orcid.org/0000-0002-1300-9309)
- Aynaz Ziadkhani
Institutions
- Memorial University of Newfoundland (CA)
Publication Details
- Journal
- Organic Letters
- Published
- 2025-09-23
- DOI
- https://doi.org/10.1021/acs.orglett.5c03249
- Primary Topic
- Synthesis and Properties of Aromatic Compounds
- Type
- article
- Field-Weighted Citation Impact
- 0.00