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Chemistry of a novel zerovalent ruthenium π-acidic alkene complex, Ru (η (6)-1,3,5-cyclooctatriene)(η (2)-dimethyl fumarate)2.

Mitsudo TA, Ura Y, Kondo T - Proc. Jpn. Acad., Ser. B, Phys. Biol. Sci. (2007)

Bottom Line: Complex 1 was shown to be an excellent mother complex for various zerovalent ruthenium complexes.Complex 1 reacts with amines, phosphines or water to give new zerovalent ruthenium complexes with the ligands.The resulting aqua complexes have a water ligand with an oxygen atom that is a chiral center, i.e., ruthenium complexes with a 'chiral water' ligand were prepared and fully characterized.

View Article: PubMed Central - PubMed

Affiliation: Professor Emeritus, Kyoto University.

ABSTRACT
A novel zerovalent ruthenium complex with a π-acidic ligand, Ru(η (6)-cyclooctatriene)(η (2)-dimethyl fumarate)2 (1), was prepared from Ru(η (4)-cyclooctadiene)(η (6)-cyclooctatriene) [Ru(cod)(cot)]. Complex 1 or Ru(cod)(cot) catalyzes various new carbon-carbon bond-forming reactions that include the [2 + 2] cycloaddition of alkenes and alkynes via ruthenacycles, the creation of a new hydrocarbon, pentacyclo[6.6.0.0(2,6).0(3,13).0(10,14)]tetradeca-4,11-diene [PCTD], by dimerization of 2,5-norbornadiene via C-C bond cleavage, and the codimerization of alkynes and/or alkenes. Complex 1 was shown to be an excellent mother complex for various zerovalent ruthenium complexes. Complex 1 reacts with amines, phosphines or water to give new zerovalent ruthenium complexes with the ligands. The resulting aqua complexes have a water ligand with an oxygen atom that is a chiral center, i.e., ruthenium complexes with a 'chiral water' ligand were prepared and fully characterized.

No MeSH data available.


Structual relation between HCTD and PCTD.
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f9-83_065: Structual relation between HCTD and PCTD.

Mentions: The relation between the structures of PCTD and HCTD was considered. In the molecular model of HCTD, the endo-endo dimer of 2,5-norbornadiene, when the two carbon-carbon bonds of the model are cleaved and a hydrogen atom is transferred as shown in Scheme 2, PCTD is formed. This consideration shows that PCTD is an isomer of the endo-endo dimer of 2,5-norbornadiene and the dimerization of a 7-substituted 2,5-norbornadiene gives 4,9-disubstituted PCTD. Indeed, 7-t-butoxy-2,5-norbornadiene dimerizes under these reaction conditions to give a mixture of endo- and exo-4,9-di-t-butoxy-PCTD in good yield.


Chemistry of a novel zerovalent ruthenium π-acidic alkene complex, Ru (η (6)-1,3,5-cyclooctatriene)(η (2)-dimethyl fumarate)2.

Mitsudo TA, Ura Y, Kondo T - Proc. Jpn. Acad., Ser. B, Phys. Biol. Sci. (2007)

Structual relation between HCTD and PCTD.
© Copyright Policy - open-access
Related In: Results  -  Collection

Show All Figures
getmorefigures.php?uid=PMC3756878&req=5

f9-83_065: Structual relation between HCTD and PCTD.
Mentions: The relation between the structures of PCTD and HCTD was considered. In the molecular model of HCTD, the endo-endo dimer of 2,5-norbornadiene, when the two carbon-carbon bonds of the model are cleaved and a hydrogen atom is transferred as shown in Scheme 2, PCTD is formed. This consideration shows that PCTD is an isomer of the endo-endo dimer of 2,5-norbornadiene and the dimerization of a 7-substituted 2,5-norbornadiene gives 4,9-disubstituted PCTD. Indeed, 7-t-butoxy-2,5-norbornadiene dimerizes under these reaction conditions to give a mixture of endo- and exo-4,9-di-t-butoxy-PCTD in good yield.

Bottom Line: Complex 1 was shown to be an excellent mother complex for various zerovalent ruthenium complexes.Complex 1 reacts with amines, phosphines or water to give new zerovalent ruthenium complexes with the ligands.The resulting aqua complexes have a water ligand with an oxygen atom that is a chiral center, i.e., ruthenium complexes with a 'chiral water' ligand were prepared and fully characterized.

View Article: PubMed Central - PubMed

Affiliation: Professor Emeritus, Kyoto University.

ABSTRACT
A novel zerovalent ruthenium complex with a π-acidic ligand, Ru(η (6)-cyclooctatriene)(η (2)-dimethyl fumarate)2 (1), was prepared from Ru(η (4)-cyclooctadiene)(η (6)-cyclooctatriene) [Ru(cod)(cot)]. Complex 1 or Ru(cod)(cot) catalyzes various new carbon-carbon bond-forming reactions that include the [2 + 2] cycloaddition of alkenes and alkynes via ruthenacycles, the creation of a new hydrocarbon, pentacyclo[6.6.0.0(2,6).0(3,13).0(10,14)]tetradeca-4,11-diene [PCTD], by dimerization of 2,5-norbornadiene via C-C bond cleavage, and the codimerization of alkynes and/or alkenes. Complex 1 was shown to be an excellent mother complex for various zerovalent ruthenium complexes. Complex 1 reacts with amines, phosphines or water to give new zerovalent ruthenium complexes with the ligands. The resulting aqua complexes have a water ligand with an oxygen atom that is a chiral center, i.e., ruthenium complexes with a 'chiral water' ligand were prepared and fully characterized.

No MeSH data available.