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Rhodium-catalyzed oxidative coupling of triarylmethanols with internal alkynes via successive C-H and C-C bond cleavages.
J Org Chem. 2008 Jan 04; 73(1):298-300.JO

Abstract

The rhodium-catalyzed oxidative coupling of triarylmethanols with internal alkynes effectively proceeds in a 1:2 manner via cleavage of C-H and C-C bonds to produce the corresponding naphthalene derivatives. Addition of tri- or tetraphenylcyclopentadiene as a ligand is crucial for the reaction to occur efficiently.

Authors+Show Affiliations

Uto T
Department of Applied Chemistry, Faculty of Engineering, Osaka University, Suita, Osaka 565-0871, Japan.
Shimizu M
No affiliation info available
Ueura K
No affiliation info available
Tsurugi H
No affiliation info available
Satoh T
No affiliation info available
Miura M
No affiliation info available

MeSH

AlkynesCatalysisCyclizationMethanolMolecular StructureNaphthalenesOxidation-ReductionRhodiumStereoisomerism

Pub Type(s)

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

Language

eng

PubMed ID

18052297

Citation

Uto, Toshihiko, et al. "Rhodium-catalyzed Oxidative Coupling of Triarylmethanols With Internal Alkynes Via Successive C-H and C-C Bond Cleavages." The Journal of Organic Chemistry, vol. 73, no. 1, 2008, pp. 298-300.
Uto T, Shimizu M, Ueura K, et al. Rhodium-catalyzed oxidative coupling of triarylmethanols with internal alkynes via successive C-H and C-C bond cleavages. J Org Chem. 2008;73(1):298-300.
Uto, T., Shimizu, M., Ueura, K., Tsurugi, H., Satoh, T., & Miura, M. (2008). Rhodium-catalyzed oxidative coupling of triarylmethanols with internal alkynes via successive C-H and C-C bond cleavages. The Journal of Organic Chemistry, 73(1), 298-300.
Uto T, et al. Rhodium-catalyzed Oxidative Coupling of Triarylmethanols With Internal Alkynes Via Successive C-H and C-C Bond Cleavages. J Org Chem. 2008 Jan 4;73(1):298-300. PubMed PMID: 18052297.
* Article titles in AMA citation format should be in sentence-case
TY - JOUR T1 - Rhodium-catalyzed oxidative coupling of triarylmethanols with internal alkynes via successive C-H and C-C bond cleavages. AU - Uto,Toshihiko, AU - Shimizu,Masaki, AU - Ueura,Kenji, AU - Tsurugi,Hayato, AU - Satoh,Tetsuya, AU - Miura,Masahiro, Y1 - 2007/12/05/ PY - 2007/12/7/pubmed PY - 2008/3/20/medline PY - 2007/12/7/entrez SP - 298 EP - 300 JF - The Journal of organic chemistry JO - J Org Chem VL - 73 IS - 1 N2 - The rhodium-catalyzed oxidative coupling of triarylmethanols with internal alkynes effectively proceeds in a 1:2 manner via cleavage of C-H and C-C bonds to produce the corresponding naphthalene derivatives. Addition of tri- or tetraphenylcyclopentadiene as a ligand is crucial for the reaction to occur efficiently. SN - 0022-3263 UR - https://www.unboundmedicine.com/medline/citation/18052297/Rhodium_catalyzed_oxidative_coupling_of_triarylmethanols_with_internal_alkynes_via_successive_C_H_and_C_C_bond_cleavages_ DB - PRIME DP - Unbound Medicine ER -