Borrowing hydrogen in the activation of alcohols

被引：1012

作者：

Hamid, Malai Haniti S. A. ^{[1
]}

Slatford, Paul A. ^{[1
]}

Williams, Jonathan M. J. ^{[1
]}

机构：

[1] Univ Bath, Dept Chem, Bath BA2 7AY, Avon, England

来源：

ADVANCED SYNTHESIS & CATALYSIS | 2007年 / 349卷 / 10期

基金：

英国工程与自然科学研究理事会;

关键词：

alcohols; amines; catalysis; transfer hydrogenation; transition metals;

D O I：

10.1002/adsc.200600638

中图分类号：

O69 [应用化学];

学科分类号：

081704 ;

摘要：

Alcohols can be temporarily converted into carbonyl compounds by the metal-catalysed removal of hydrogen. The carbonyl compounds are reactive in a wider range of transformations than the precursor alcohols and can react in situ to give imines, alkenes, and alpha-functionalised carbonyl compounds. The metal catalyst, which had borrowed the hydrogen, then returns it to the transformed carbonyl compound, leading to an overall process in which alcohols can be converted into amines, compounds containing C-C bonds and beta-functionalised alcohols.

引用

页码：1555 / 1575

页数：21

共 164 条

[1] Ruthenium-complex-catalyzed N-(cyclo)alkylation of aromatic amines with diols.: Selective synthesis of N-(ω-hydroxyalkyl)anilines of type PhNH(CH2)nOH and of some bioactive arylpiperazines
Abbenhuis, RATM
Boersma, J
van Koten, G
[J]. JOURNAL OF ORGANIC CHEMISTRY, 1998, 63 (13) : 4282 - 4290
[2] A novel ruthenium catalysed deracemisation of alcohols
Adair, GRA
Williams, JMJ
[J]. CHEMICAL COMMUNICATIONS, 2005, (44) : 5578 - 5579
[3] Ruthenium(II)-catalyzed Oppenauer-type oxidation of secondary alcohols
Almeida, MLS
Beller, M
Wang, GZ
Backvall, JE
[J]. CHEMISTRY-A EUROPEAN JOURNAL, 1996, 2 (12) : 1533 - 1536
[4] SELECTIVE CONVERSION OF PRIMARY AMINES INTO N,N-DIMETHYLALKYL-AMINE OR N,N-DIALKYLMETHYL-AMINE WITH METHANOL AND RUCL2(PH3P)3
ARCELLI, A
BUITHEKHAI
PORZI, G
[J]. JOURNAL OF ORGANOMETALLIC CHEMISTRY, 1982, 235 (01) : 93 - 96
[5] THE HOMOGENEOUSLY CATALYZED SYNTHESIS OF N-METHYLDIALKYLAMINES FROM N-METHYL AND N,N-DIMETHYLALKYLAMINES
ARCELLI, A
KHAI, BT
[J]. JOURNAL OF ORGANOMETALLIC CHEMISTRY, 1982, 231 (02) : C31 - C34
[6] Dynamic resolution and stereoinversion of secondary alcohols by chemo-enzymatic processes
Azerad, R
Buisson, D
[J]. CURRENT OPINION IN BIOTECHNOLOGY, 2000, 11 (06) : 565 - 571
[7] Transition metal hydrides as active intermediates in hydrogen transfer reactions
Bäckvall, JE
[J]. JOURNAL OF ORGANOMETALLIC CHEMISTRY, 2002, 652 (1-2) : 105 - 111
[8] Tandem catalytic condensation and hydrogenation processes in ionic liquids
Baidossi, M
Joshi, AV
Mukhopadhyay, S
Sasson, Y
[J]. TETRAHEDRON LETTERS, 2005, 46 (11) : 1885 - 1887
[9] Reactions of a hexahydride-osmium complex with aldehydes:: Double C-Hα activation-decarbonylation and single C-Hα activation-hydroxylation tandem processes and catalytic Tishchenko reactions
Barrio, P
Esteruelas, MA
Oñate, E
[J]. ORGANOMETALLICS, 2004, 23 (06) : 1340 - 1348
[10] HOMOGENEOUS CATALYSIS - CATALYTIC INTRAMOLECULAR CONVERSION OF 1,4-DIALDEHYDES TO GAMMA-LACTONES
BERGENS, SH
FAIRLIE, DP
BOSNICH, B
[J]. ORGANOMETALLICS, 1990, 9 (03) : 566 - 571

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