Cyclisations of alkynoic acids using copper(I) arylspiroborate complexes |
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| Authors: | Graham M. Lee Eric G. Bowes Christopher M. Vogels Andreas Decken Stephen A. Westcott |
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| Affiliation: | 1. Department of Chemistry and Biochemistry, Mount Allison University, Sackville, NB E4L 1G8, Canada;2. Department of Chemistry, University of New Brunswick, Fredericton, NB E3B 5A3, Canada |
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| Abstract: | In this study we have studied the synthesis, characterization and catalytic activity of phosphinocopper(I) complexes [Cu(PPh3)3(NCCH3)][B(O2C6H4-4-R)2] (3a: R?=?H; 3b: R?=?Me; 3c: R?=?NO2) and [Cu(PPh3)3(NCCH3)][B(O2C6H3-3,5-di-tBu)2] (3d) containing weakly coordinating arylspiroborate ligands bearing various electronic and sterically defined characteristics. All new compounds have been characterized fully including single crystal X-ray diffraction studies for 3a and 3c and confirm that the arylspiroborate ligands do not coordinate to the copper atoms. Using these new metal complexes as precatalysts in the cyclisation of short chain alkynoic acids gave the corresponding exo-dig cyclic lactones exclusively. |
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| Keywords: | Arylspiroborates Boron Copper Cyclisation Weakly coordinating anions |
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