Nucleophilic metal complexes as acylation catalysts: solvent-dependent "switch" mechanisms leading to the first catalyzed Staudinger reaction |
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| Authors: | Wack H Drury W J Taggi A E Ferraris D Lectka T |
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| Institution: | Department of Chemistry, Johns Hopkins University, Baltimore, Maryland 21218, USA. |
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| Abstract: | formula: see text] Catalytic acylation using complex transition metal salts MCo(CO)4 is demonstrated. Surprisingly, a solvent-dependent mechanistic "switch" results in a Lewis acid-based acylation mechanism in nonpolar media and a nucleophilic mechanism in polar organic media. These observations lead to the first example of a catalyzed Staudinger reaction to form beta-lactams. |
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