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Alkyl Aluminum-Catalyzed Addition of Amines to Carbodiimides: A Highly Efficient Route to Substituted Guanidines
The commercially readily available alkyl aluminums, such as AlMe3, AlEt3, and AlEt2Cl, can serve as excellent catalyst precursors for the catalytic addition of amines to carbodiimides, yielding quantitatively their corresponding trisubstituted guanidines. Aromatic C−X (X = F, Cl, Br, and I) bonds, n...
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Published in: | Organometallics 2009-02, Vol.28 (3), p.882-887 |
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Main Authors: | , , , |
Format: | Article |
Language: | English |
Citations: | Items that this one cites Items that cite this one |
Online Access: | Get full text |
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Summary: | The commercially readily available alkyl aluminums, such as AlMe3, AlEt3, and AlEt2Cl, can serve as excellent catalyst precursors for the catalytic addition of amines to carbodiimides, yielding quantitatively their corresponding trisubstituted guanidines. Aromatic C−X (X = F, Cl, Br, and I) bonds, nitro NO2, and terminal alkyne units can survive the reaction conditions. An aluminum guanidinate species has been characterized by single-crystal X-ray structural analysis and has been confirmed to be a true catalyst species. |
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ISSN: | 0276-7333 1520-6041 |
DOI: | 10.1021/om801035t |