期刊
SYNTHESIS-STUTTGART
卷 53, 期 2, 页码 332-337出版社
GEORG THIEME VERLAG KG
DOI: 10.1055/s-0040-1707288
关键词
rhodium; transition metals; vitamins; porphyrins; natural products; antivitamin; metalation; inhibitors
资金
- Austrian Science Fund (FWF) [P-28892, P-30359]
- Biotechnology and Biological Sciences Research Council (BBSRC) [BB/S002197/1]
- Royal Society [INF\R2\180062]
- BBSRC [BB/S002197/1] Funding Source: UKRI
Chlororhodibalamin, a rhodium analogue of vitamin B-12, was prepared by metalation and can serve as a starting material for the synthesis of other rhodibalamins, including organometallic derivatives of important coenzyme and cofactor forms of B-12.
Chlororhodibalamin (ClRhbl), a rhodium analogue of vitamin B-12(cyanocobalamin), was prepared in 84% yield by metalation of the metal-free B(12)ligand hydrogenobalamin using the Rh-I-complex [Rh(CO)(2)Cl](2). ClRhbl was identified and characterized by UV/Vis, circular dichroism, high-resolution mass and heteronuclear NMR spectra. The Rh-III-corrin ClRhbl features the 'base-on' architecture of vitamin B-12. X-ray analysis of single crystals of ClRhbl have revealed its detailed 3D-geometry and close structural similarity to the Co-III-analogue chlorocobalamin (ClCbl). ClRhbl is a versatile starting material for the preparation of other rhodibalamins, among them the organometallic derivatives adenosylrhodibalamin and methylrhodibalamin, the Rh analogues of the important coenzyme and cofactor forms of B-12, adenosylcobalamin and methylcobalamin.
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