Synthesis of Dicobalt Hexacarbonyl Complex with B-Type
13,14-Didehydromisoprostol Analog

A synthetic protocol to access O-tert-propargylic oximes derived from tertiary propargylic alcohols was established via Nicholas reaction. Thus, BF3·OEt2-mediated reaction between the dicobalt hexacarbonyl complex of tert-propargylic alcohols and p-nitrobenzaldoxime followed by decomplexation with cerium(IV) ammonium nitrate afforded the corresponding O-tert-propargylic oximes in good to high yields. The obtained O-tert-propargylic oximes were effectively converted into heterocycles, such as four-membered cyclic nitrones, oxazepines, and isoxazolines, by using π-Lewis acidic catalysts.

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Preparation of dendritic carbosilanes containing ethynyl groups and dicobalt hexacarbonyl clusters on the periphery

Journal of Organometallic Chemistry ◽

10.1016/s0022-328x(99)00336-8 ◽

1999 ◽

Vol 588 (1) ◽

pp. 9-19 ◽

Cited By ~ 20

Author(s):

Chungkyun Kim ◽

Inkyung Jung

Keyword(s):

Dicobalt Hexacarbonyl

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ChemInform Abstract: Cyclization of Dicobalt Hexacarbonyl Complexes of 3-Methylhept-6-en-1-yn-3-ol and Its Derivatives on the Surface of Chromatographic Adsorbents.

ChemInform ◽

10.1002/chin.198931106 ◽

1989 ◽

Vol 20 (31) ◽

Author(s):

V. A. SMIT ◽

S. O. SIMONYAN ◽

V. A. TARASOV ◽

A. S. SHASHKOV ◽

S. S. MAMYAN ◽

...

Keyword(s):

Dicobalt Hexacarbonyl

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ChemInform Abstract: Methylenecyclopropane (I) in the (2 + 2 + 1)Cycloaddition Reaction with Dicobalt Hexacarbonyl Acetylene Complexes (II).

ChemInform ◽

10.1002/chin.199018141 ◽

1990 ◽

Vol 21 (18) ◽

Author(s):

S. L. KIREEV ◽

V. A. SMIT ◽

O. M. NEFEDOV

Keyword(s):

Cycloaddition Reaction ◽

Dicobalt Hexacarbonyl

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Organometallic Nucleosides: Synthesis and Biological Evaluation of Substituted Dicobalt Hexacarbonyl Alkynyl Modified 2′-Deoxyuridines

Proceedings ◽

10.3390/proceedings2019022062 ◽

2019 ◽

Vol 22 (1) ◽

pp. 62

Author(s):

Roman Dembinski ◽

Renata Kaczmarek ◽

Dariusz Korczyński ◽

Karolina Królewska-Golińska

Keyword(s):

Cell Line ◽

K562 Cells ◽

Biological Evaluation ◽

Oxygen Species ◽

K562 Cell Line ◽

Dicobalt Octacarbonyl ◽

Cobalt Compounds ◽

Dicobalt Hexacarbonyl ◽

Synthesis And Biological Evaluation ◽

Related Compounds

In continuation of synthetic pursuit of metallo-nucleosides, in particular dicobalt hexacarbonyl 5-alkynyl-2′-deoxyuridines, novel compounds with alkynyl groups were synthesized, starting from 5-iodo-2′-deoxyuridine. Reactions of dicobalt octacarbonyl [Co2(CO)8] with 2′-deoxy-5-oxopropynyluridines and related compounds gave dicobalt hexacarbonyl nucleoside complexes (83–31%). The growth inhibition of HeLa and K562 cancer cell lines by organometallic nucleosides was examined and compared to that by alkynyl nucleoside precursors. Coordination of the dicobalt carbonyl moiety to the 2′-deoxy-5-alkynyluridines led to a significant increase in its cytotoxic potency. The cobalt compounds antiproliferative activities against the HeLa cell line and the K562 cell line will be described. Coordination of an acetyl-substituted cobalt nucleoside was expanded using the 1,1-bis(diphenylphosphino)methane (dppm) ligand, resulting in cytotoxicity at comparable levels. The formation of reactive oxygen species in the presence of cobalt compounds was determined in K562 cells. The results indicate that the mechanism of action for most antiproliferative cobalt compounds may be related to the induction of oxidative stress.

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