Design of a Bisamidinium Claisen Rearrangement Catalyst for Monodentate Substrates
| Autor: | Venkatachalam Annamalai, Marisa C. Kozlowski, Elizabeth C. Linton |
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| Rok vydání: | 2008 |
| Předmět: |
Models
Molecular Denticity Molecular Structure Singlet Oxygen Hydrogen Hydrogen bond Chemistry Organic Chemistry Imidazoles chemistry.chemical_element Hydrogen Bonding Sigmatropic reaction Photochemistry Biochemistry Catalysis Article Claisen rearrangement Polymer chemistry Combinatorial Chemistry Techniques Molecule Physical and Theoretical Chemistry Brønsted–Lowry acid–base theory |
| Zdroj: | Organic Letters. 11:621-624 |
| ISSN: | 1523-7052 1523-7060 |
| DOI: | 10.1021/ol8026945 |
| Popis: | A bisamidinium catalyst has been designed for the Claisen rearrangement. The primary design feature is a dual hydrogen bonding array that can coordinate a singular oxygen atom of the substrate. The ability to function as a dual hydrogen donor is key as the bisamidinium accelerates the Claisen rearrangement to a greater extent than Brønsted acids with lower pK(a) values. |
| Databáze: | OpenAIRE |
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