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Volumn 43, Issue 37, 2002, Pages 6641-6644

Palladium-catalyzed dehydrogenation of benzylic alcohols in molten ammonium salts, a recyclable system

Author keywords

Alcohols; Catalysis; Dehydrogenation; Molten ammonium salts; Palladium; Recycling

Indexed keywords

AMMONIUM DERIVATIVE; ARGON; BENZYL ALCOHOL DERIVATIVE; KETONE DERIVATIVE; PALLADIUM COMPLEX;

EID: 0037048492     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0040-4039(02)01405-3     Document Type: Article
Times cited : (36)

References (44)
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    • . The addition of tetraalkylammonium salts in ruthenium-catalyzed oxidations of alcohols has allowed the recovery of the catalyst but methylene chloride was used as solvent. See: Ley S.V., Ramarao C., Smith M.D. Chem. Commun. 2001;2278-2279.
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    • 6): 1-butyl-3-methylimidazolium hexafluorophosphate
    • 6): 1-butyl-3-methylimidazolium hexafluorophosphate.
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    • note
    • 4NBr (1.5 g). The system was connected to a vacuum/argon line and the flask was heated under vacuum at 120°C (oil bath) for 2 h. After switching to the argon line, indan-1-ol (134 mg, 1 mmol) was introduced and the temperature of the oil bath was maintained at 120°C for 22 h. After removing the oil bath, diethyl ether (5 ml) was added by the top of the condenser. The mixture was stirred for a few minutes and then poured on a sintered-glass frit. The flask was washed with diethyl ether and the solid carefully triturated with the same solvent (2 ml×5). GC analysis (capillary column HP-Innowax, 170°C, dec-9-en-1-ol as internal standard) of the solution showed the complete conversion of the substrate and the formation of indan-1-one (95%).
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    • Low amounts of 2 were also obtained from a DMF solution of 1 heated at 120°C for 21 h (Conv.: 9%, yield: 7%)
    • Low amounts of 2 were also obtained from a DMF solution of 1 heated at 120°C for 21 h (Conv.: 9%, yield: 7%).
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    • 4NBr
    • 3.
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    • The formation of esters from aldehyde insertion into rhodium-alkoxide complexes and subsequent β-H elimination has been recently reported. See: Krug C., Hartwig J.F. J. Am. Chem. Soc. 124:2002;1674-1679.
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* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.