Efficient synthesis of tris(4-imidazolyl)methanol derivatives |
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Authors: | Volkman Jerome Nicholas Kenneth M |
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Affiliation: | Department of Chemistry and Biochemistry, University of Oklahoma, Norman, Oklahoma 73019, USA. |
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Abstract: | Biomimetic tris(4-imidazolyl)carbinol derivatives are prepared from imidazole in a short, high-yielding sequence via sulfonamide 1, which is converted to the 2-silylated carbinol 2 by one-pot, sequential 2-functionalization and then 4(5)-functionalization. Alcohol 2 can be transformed either to the parent carbinol 3 or to a desilylated sulfonamide derivative 4. The tripodal alcohol 3 is a convenient precursor to ethers by solvolysis and to metal complexes, as illustrated by the preparation of a bis-tripod complex with iron(III). |
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