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Selective and efficient cycloisomerization of alkynols catalyzed by a new ruthenium complex with a tetradentate nitrogen-phosphorus mixed ligand.
Chemistry. 2010 Jul 12; 16(26):7889-97.C

Abstract

The new ruthenium complex [Ru(N(3)P)(OAc)][BPh(4)] (4), in which N(3)P is the N,P mixed tetradentate ligand N,N-bis[(pyridin-2-yl)methyl]-[2-(diphenylphosphino)phenyl]methanamine was synthesized. The complex was found to be catalytically active for the endo cycloisomerization of alkynols. The catalytic reactions can be used to synthesize five-, six-, and seven-membered endo-cyclic enol ethers in good to excellent yields. A catalytic cycle involving a vinylidene intermediate was proposed for the catalytic reactions. Treatment of complex 4 with PhC[triple bond]CH and H(2)O gave the alkyl complex [Ru(CH(2)Ph)(CO)(N(3)P)][BPh(4)] (30), which supports the assumption that the catalytic reactions involve addition of a hydroxyl group to the C=C bond of vinylidene ligands.

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Publisher Full Text (DOI)

Authors+Show Affiliations

Liu PN
Department of Chemistry, Hong Kong University of Science & Technology Institution, Clear Water Bay, Kowloon, Hong Kong, P. R. China.
Su FH
No affiliation info available
Wen TB
No affiliation info available
Sung HH
No affiliation info available
Williams ID
No affiliation info available
Jia G
No affiliation info available

MeSH

AlkynesCatalysisCyclizationIndenesIsomerismLigandsMolecular StructureNitrogenOrganometallic CompoundsPhosphorusRutheniumVinyl Compounds

Pub Type(s)

Journal Article
Research Support, Non-U.S. Gov't

Language

eng

PubMed ID

20521279

Citation

Liu, Pei Nian, et al. "Selective and Efficient Cycloisomerization of Alkynols Catalyzed By a New Ruthenium Complex With a Tetradentate Nitrogen-phosphorus Mixed Ligand." Chemistry (Weinheim an Der Bergstrasse, Germany), vol. 16, no. 26, 2010, pp. 7889-97.
Liu PN, Su FH, Wen TB, et al. Selective and efficient cycloisomerization of alkynols catalyzed by a new ruthenium complex with a tetradentate nitrogen-phosphorus mixed ligand. Chemistry. 2010;16(26):7889-97.
Liu, P. N., Su, F. H., Wen, T. B., Sung, H. H., Williams, I. D., & Jia, G. (2010). Selective and efficient cycloisomerization of alkynols catalyzed by a new ruthenium complex with a tetradentate nitrogen-phosphorus mixed ligand. Chemistry (Weinheim an Der Bergstrasse, Germany), 16(26), 7889-97. https://doi.org/10.1002/chem.200903441
Liu PN, et al. Selective and Efficient Cycloisomerization of Alkynols Catalyzed By a New Ruthenium Complex With a Tetradentate Nitrogen-phosphorus Mixed Ligand. Chemistry. 2010 Jul 12;16(26):7889-97. PubMed PMID: 20521279.
* Article titles in AMA citation format should be in sentence-case
TY - JOUR T1 - Selective and efficient cycloisomerization of alkynols catalyzed by a new ruthenium complex with a tetradentate nitrogen-phosphorus mixed ligand. AU - Liu,Pei Nian, AU - Su,Fu Hai, AU - Wen,Ting Bin, AU - Sung,Herman H-Y, AU - Williams,Ian D, AU - Jia,Guochen, PY - 2010/6/4/entrez PY - 2010/6/4/pubmed PY - 2010/10/5/medline SP - 7889 EP - 97 JF - Chemistry (Weinheim an der Bergstrasse, Germany) JO - Chemistry VL - 16 IS - 26 N2 - The new ruthenium complex [Ru(N(3)P)(OAc)][BPh(4)] (4), in which N(3)P is the N,P mixed tetradentate ligand N,N-bis[(pyridin-2-yl)methyl]-[2-(diphenylphosphino)phenyl]methanamine was synthesized. The complex was found to be catalytically active for the endo cycloisomerization of alkynols. The catalytic reactions can be used to synthesize five-, six-, and seven-membered endo-cyclic enol ethers in good to excellent yields. A catalytic cycle involving a vinylidene intermediate was proposed for the catalytic reactions. Treatment of complex 4 with PhC[triple bond]CH and H(2)O gave the alkyl complex [Ru(CH(2)Ph)(CO)(N(3)P)][BPh(4)] (30), which supports the assumption that the catalytic reactions involve addition of a hydroxyl group to the C=C bond of vinylidene ligands. SN - 1521-3765 UR - https://www.unboundmedicine.com/medline/citation/20521279/Selective_and_efficient_cycloisomerization_of_alkynols_catalyzed_by_a_new_ruthenium_complex_with_a_tetradentate_nitrogen_phosphorus_mixed_ligand_ L2 - https://doi.org/10.1002/chem.200903441 DB - PRIME DP - Unbound Medicine ER -