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Preparation of Stable Bicyclic Aziridinium Ions and Their Ring-Opening for the Synthesis of Azaheterocycles
Published on: August 22, 2018
Ring opening of a sterically crowded 1,2-oxaphosphetane complex
A W Kyri1, P Brehm1, G Schnakenburg1
1Institut für Anorganische Chemie, Rheinische Friedrich-Wilhelms-Universität Bonn, Gerhard-Domagk-Str. 1, 53121 Bonn, Germany. r.streubel@uni-bonn.de.
This study reports the first ring opening of a 1,2-oxaphosphetane complex using water, yielding a phosphinito complex. This complex was then used in ring-forming reactions with silicon and germanium compounds.
Area of Science:
- Organophosphorus Chemistry
- Organometallic Chemistry
- Synthetic Organic Chemistry
Background:
- 1,2-oxaphosphetanes are four-membered rings containing phosphorus and oxygen.
- Their ring opening reactions are important for synthesizing various organophosphorus compounds.
- Limited examples of 1,2-oxaphosphetane complex ring opening exist.
Purpose of the Study:
- To report the first ring opening reaction of a 1,2-oxaphosphetane complex.
- To synthesize a C-OH functional phosphinito complex.
- To explore the utility of the synthesized phosphinito complex in subsequent ring-forming reactions.
Main Methods:
- Reaction of a 1,2-oxaphosphetane complex with water in the presence of [Li(12-crown-4)]Cl.
- Isolation and characterization of the resulting phosphinito complex.
- Subsequent reactions of the phosphinito complex with Me2ECl2 (E = Si, Ge) and various nitrogen bases.
Main Results:
- The first example of a water-induced ring opening of a 1,2-oxaphosphetane complex was achieved.
- A novel C-OH functional phosphinito complex was successfully synthesized.
- The phosphinito complex demonstrated reactivity in ring-forming reactions with silicon and germanium precursors.
Conclusions:
- The study establishes a new synthetic route involving 1,2-oxaphosphetane ring opening.
- The synthesized phosphinito complex serves as a versatile intermediate for constructing new organophosphorus compounds.
- This work expands the known reactivity of 1,2-oxaphosphetane complexes in synthetic chemistry.
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