Abstract
Sterically well-shielded against unsolicited Michael addition and polymerization reactions, alpha-metalated alpha-(1,1,3,3-tetramethylindan-2-ylidene) acetonitriles added reversibly to three small aldehydes and two bulky ketones at room temperature. Experimental conditions were determined for transfer of the nucleofugal title carbanion unit between different carbonyl compounds. These readily occurring retro-additions via C-C(O) bond fission may also be used to generate different metal derivatives of the nucleofugal anions as equilibrium components. Fluoride-catalyzed, metal-free desilylation admitted carbonyl addition but blocked the retro-addition.
| Item Type: | Journal article |
|---|---|
| Faculties: | Chemistry and Pharmacy > Department of Chemistry |
| Subjects: | 500 Science > 540 Chemistry |
| URN: | urn:nbn:de:bvb:19-epub-67520-4 |
| ISSN: | 1860-5397 |
| Language: | English |
| Item ID: | 67520 |
| Date Deposited: | 19. Jul 2019, 12:22 |
| Last Modified: | 04. Nov 2020, 13:49 |
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