An Intramolecular Lewis Adduct with Diverse FLP Reactivity
A stable intramolecular Lewis adduct <b>1</b> was prepared by hydroboration of 2-diphenylphosphinobenzaldehyde with HB(C<sub>6</sub>F<sub>5</sub>)<sub>2</sub>. Despite its intramolecular Lewis pairing, <b>1</b> exhibits pronounced frustrated Lewis pair-type reactivity toward aldehydes, alkynes, azides, and isocyanides, enabling diverse transformations. Isolated products include aldehyde 1,2-addition derivatives (<b>2</b>-<b>4</b>), head-to-tail dimerized alkyne adducts (<b>5</b> and <b>6</b>), Staudinger-type phosphinimine (<b>7</b>), Lewis adducts of isocyanides (<b>8</b> and <b>9</b>), and the [4 + 2] cycloaddition product (<b>10</b>) from 2-isocyanonaphthalene. All compounds were fully characterized, and the reaction mechanism is also considered.
Authors
- Kun Ding (ORCID: https://orcid.org/0000-0002-0185-2227)
- Shaoying Ju (ORCID: https://orcid.org/0009-0004-5169-9453)
- Hui Li (ORCID: https://orcid.org/0000-0001-9198-3951)
- T. Chen
- Yile Wu
- Douglas W. Stephan
- Weili Yan
Institutions
- Ningbo University (CN)
- University of Toronto (CA)
- Zhejiang University of Technology (CN)
- East China Normal University (CN)
Publication Details
- Journal
- Inorganic Chemistry
- Published
- 2026-02-16
- DOI
- https://doi.org/10.1021/acs.inorgchem.5c06112
- Primary Topic
- Organoboron and organosilicon chemistry
- Type
- article
- Field-Weighted Citation Impact
- 0.00