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Reductive linear- and cyclo-trimerization of isocyanides using an Al-Al-bonded compound
Weixing Chen1, Yanxia Zhao, Wenhua Xu
1Key Laboratory of Synthetic and Natural Functional Molecule Chemistry of the Ministry of Education, College of Chemistry and Materials Science, Northwest University, Xi'an 710069, China. zhaoyx@nwu.edu.cn yangxiaojuan@nwu.edu.cn.
Chemical Communications (Cambridge, England)
|July 20, 2019
Summary
Dialumane reacts with tert-butyl isocyanide to form adducts. Sodium metal enables dialumane to catalyze isocyanide trimerization, yielding unique aromatic tri(tert-butylimino)deltate dianions.
Area of Science:
- Organometallic Chemistry
- Main Group Chemistry
- Isocyanide Chemistry
Background:
- Dialumane compounds are reactive species in organometallic chemistry.
- Isocyanides are versatile organic compounds with unique reactivity.
- Understanding the catalytic behavior of main group elements is crucial for developing new synthetic methodologies.
Purpose of the Study:
- To investigate the reaction of dialumane with tert-butyl isocyanide.
- To explore the catalytic potential of dialumane in isocyanide oligomerization reactions.
- To characterize novel organoaluminum and organosodium complexes.
Main Methods:
- Reaction of dialumane (1) with tert-butyl isocyanide (tBuNC).
- Investigation of reactions in the presence of sodium metal.
- Characterization of reaction products using spectroscopic and analytical techniques.
Main Results:
- Dialumane (1) reacts with tBuNC to form a reductive dimerization adduct (2).
- In the presence of sodium, dialumane catalyzes linear- and cyclo-trimerization of isocyanides.
- Novel complexes containing sodium and organoaluminum fragments were isolated, including one with a unique aromatic tri(tert-butylimino)deltate dianion.
Conclusions:
- Dialumane exhibits diverse reactivity with isocyanides, enabling both dimerization and catalytic trimerization.
- The use of sodium metal unlocks new catalytic pathways for isocyanide transformations.
- The discovery of the aromatic tri(tert-butylimino)deltate dianion expands the known scope of isocyanide-derived ligands.
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