1125-78-6Relevant articles and documents
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van Tamelen,Proost
, p. 3632 (1954)
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Reduction of 1,1'-binaphthyls to octahydro-1,1'-binaphthyl derivatives with Raney Ni-Al alloy in aqueous solution
Guo,Ding
, p. 10061 - 10064 (2000)
Reduction of BINOL, BINAM and NOBIN with Raney Ni-Al alloy in dilute NaOH aqueous solution results in the formation of H8-BINOL, H8-BINAM and H8-NOBIN in 60-86% isolated yields with 97.5-99% enantiomeric excesses. (C) 2000 Elsevier Science Ltd.
Duggan,Murphy
, p. 770 (1972)
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Stork
, p. 576,578 (1947)
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Partial ring hydrogenation of naphthols over supported metal catalysts in supercritical carbon dioxide solvent
Mine, Eiichi,Haryu, Eiji,Arai, Kunio,Sato, Takafumi,Sato, Osamu,Sasaki, Akiyoshi,Rode, Chandrashekhar V.,Shirai, Masayuki
, p. 782 - 783 (2005)
Selective ring hydrogenation of naphthols to tetrahydronaphthols and tetralones proceeded at 323 K over a charcoal supported rhodium catalyst in supercritical carbon dioxide. Copyright
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Hunter,Nathan
, p. 2064 (1947)
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HYDROGENATION AND HYDROGENOLYSIS. XVII. THE SELECTIVITIES OF PLATINUM GROUP METALS IN CATALYTIC HYDROGENATION OF 2-NAPHTHOL AND TETRAHYDRO-2-NAPHTHOLS.
Nishimura,Ohbuchi,Ikeno,Okada
, p. 2557 - 2564 (1984)
Catalytic hydrogenation of 2-naphthol (NL) with the six platinum metals has been studied in t-BuOH at 80 degree C and 4-5 MPa H//2 pressure. Selectivities for formation of 1,2,3,4- and 5,6,7,8-tetrahydro-2-naphthols (ac- and ar-TLs) have been determined by application of a kinetic equation. ar-TL was formed more predominantly than ac-TL over all the metals. The hydrogenation of ac- and ar-TLs has also been studied under the same conditions for comparison. The hydrogenation of NL and ar-TL was accompanied by extensive hydrogenolysis to give decalins over Os, Ir, and Pt, whereas the hydrogenolysis occurred only slightly over Ru, Rh, and Pd. In general the hydrogenolysis occurred to much lesser extents with ac-TL. The amounts of 2-decalone formed in hydrogenation of ar-TL have been determined by application of the kinetic equation.
Mild and Selective Rhodium-Catalyzed Transfer Hydrogenation of Functionalized Arenes
Wang, Yuhan,Chang, Zhiqian,Hu, Yan,Lin, Xiao,Dou, Xiaowei
supporting information, p. 1910 - 1914 (2021/03/08)
Diboron-mediated rhodium-catalyzed transfer hydrogenation of functionalized arenes is reported. In addition to good functional group tolerance, the reaction features operational simplicity and controllable chemoselectivity. The general applicability of this procedure is demonstrated by the selective hydrogenation of a range of arenes, including functionalized benzenes, biphenyls, and polyaromatics.
Regioselective and Chemoselective Reduction of Naphthols Using Hydrosilane in Methanol: Synthesis of the 5,6,7,8-Tetrahydronaphthol Core
He, Yuan,Tang, Jinghua,Luo, Meiming,Zeng, Xiaoming
supporting information, p. 4159 - 4163 (2018/07/29)
A regioselective and chemoselective method for catalytic synthesis of biologically interesting 5,6,7,8-tetrahydronaphthols by reduction of naphthols was described. The side aromatic hydrocarbons in naphthols were site-selectively reduced, using hydrosilanes in methanol, allowing for retaining functional phenol scaffolds intact. It presents a rare example of using low-cost and air-stable hydrosilane for catalytic reduction of unactivated aromatic hydrocarbons under mild conditions. This reaction is scalable and proceeds in high selectivity without the formation of 1,2,3,4-tetrahydronaphthol byproducts with toleration of sensitive functionalities such as bromide, chloride, fluoride, ketone, ester, and amide.