Oligomethylene-Bridged Vitamin B12 Dimers

The reaction of the highly nucleophilic CoI form of vitamin B12 with 1,ω‐dibromo‐n‐alkanes (ω ≥ 4) leads to oligomethylene‐bridged B12 dimers in high yields. Use of 1,4‐dibromobutane results in a dimer (shown schematically on the right), in which the two cobalamin moieties are tightly packed and coa...

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Veröffentlicht in:Angewandte Chemie International Edition 1995-01, Vol.34 (1), p.84-86
Hauptverfasser: Kräutler, Bernhard, Dérer, Tomas, Liu, Pingli, Mühlecker, Walter, Puchberger, Michael, Gruber, Karl, Kratky, Christoph
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Sprache:eng
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Zusammenfassung:The reaction of the highly nucleophilic CoI form of vitamin B12 with 1,ω‐dibromo‐n‐alkanes (ω ≥ 4) leads to oligomethylene‐bridged B12 dimers in high yields. Use of 1,4‐dibromobutane results in a dimer (shown schematically on the right), in which the two cobalamin moieties are tightly packed and coaxially linked through a tetramethylene chain, which is a synclinal conformation.
ISSN:0570-0833
1521-3773
DOI:10.1002/anie.199500841