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- Title
Synthesis of Azaphosphinines by Directed Inverse‐Electron‐Demand Hetero‐Diels–Alder Reactions with Na(OCP).
- Authors
Hansmann, Max M.
- Abstract
Abstract: Herein, a straightforward synthetic approach towards azaphosphinines is reported. The synthesis of 1,3‐ and 1,4‐aza‐λ3‐phosphinines as well as 1,2,4‐diaza‐λ3‐phosphinines by inverse‐electron‐demand hetero‐Diels–Alder reactions of sodium 2‐phosphaethynolate [NaOCP] with triazines and tetrazines is studied. In the case of 1,2,4‐triazines a hetero‐D.A. reaction was developed, which relies on a new directing‐group approach based on the complexation of sodium to form an ionic Do→Na‐OCP tether. The first X‐ray characterization data for aza‐λ3‐phosphinines as well as the first phosphinine triflates are presented.
- Subjects
PHOSPHORINE; DIELS-Alder reaction; SODIUM; ORGANIC synthesis; TRIAZINES
- Publication
Chemistry - A European Journal, 2018, Vol 24, Issue 45, p11573
- ISSN
0947-6539
- Publication type
Article
- DOI
10.1002/chem.201802173