Borrowing Hydrogen in the Activation of Alcohols

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 α‐functionalised carbonyl compounds. The me...

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Published in:Advanced synthesis & catalysis Vol. 349; no. 10; pp. 1555 - 1575
Main Authors: Hamid, Malai Haniti S. A., Slatford, Paul A., Williams, Jonathan M. J.
Format: Journal Article
Language:English
Published: Weinheim WILEY-VCH Verlag 02-07-2007
WILEY‐VCH Verlag
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Abstract 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 α‐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 β‐functionalised alcohols.
AbstractList 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 α‐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 β‐functionalised alcohols.
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 α‐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 β‐functionalised alcohols.
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 -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 CC bonds and -functionalised alcohols. .
Author Hamid, Malai Haniti S. A.
Slatford, Paul A.
Williams, Jonathan M. J.
Author_xml – sequence: 1
  givenname: Malai Haniti S. A.
  surname: Hamid
  fullname: Hamid, Malai Haniti S. A.
  organization: Department of Chemistry, University of Bath, Claverton Down, Bath, BA2 7AY, U.K. Fax: (+ 44)-1225-386-231
– sequence: 2
  givenname: Paul A.
  surname: Slatford
  fullname: Slatford, Paul A.
  organization: Department of Chemistry, University of Bath, Claverton Down, Bath, BA2 7AY, U.K. Fax: (+ 44)-1225-386-231
– sequence: 3
  givenname: Jonathan M. J.
  surname: Williams
  fullname: Williams, Jonathan M. J.
  email: j.m.j.williams@bath.ac.uk
  organization: Department of Chemistry, University of Bath, Claverton Down, Bath, BA2 7AY, U.K. Fax: (+ 44)-1225-386-231
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1973; 95
1990; 11
2004; 126
1981 1981 1983; 208 46 2
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1993 2006; 47
2006 2003 2001 2001 2005; 110 217 690
2006 2007; 47 2
2002; 13
2000; 41
2004; 23
2004; 6
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1932; 54
1999; 40
1983 1989; 56 55
2005; 61
2005; 26
1996 2001 2002; 17 57 4
1996; 37
1999 2001; 1 66
2001; 40
2002 2004; 41 69
1996 2001 2000; 52 7 41
1982; 23
1992; 92
2002; 41
2001
2000
2005 2006 2006; 46 62 62
2000 2001 2003 2002; 11 30 103 13
2002; 344
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1996; 61
1981
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1980
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2004 2007; 129
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2003; 24
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e_1_2_1_3_3
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e_1_2_1_97_3
e_1_2_1_93_4
e_1_2_1_3_2
e_1_2_1_32_2
e_1_2_1_51_2
e_1_2_1_74_2
e_1_2_1_93_2
e_1_2_1_51_3
e_1_2_1_93_3
e_1_2_1_13_4
e_1_2_1_13_2
e_1_2_1_36_2
e_1_2_1_13_3
e_1_2_1_17_2
e_1_2_1_59_2
e_1_2_1_59_3
e_1_2_1_41_2
e_1_2_1_64_2
e_1_2_1_87_2
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e_1_2_1_6_3
e_1_2_1_52_4
e_1_2_1_75_2
e_1_2_1_94_5
e_1_2_1_56_2
e_1_2_1_94_6
e_1_2_1_98_2
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e_1_2_1_79_3
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e_1_2_1_18_2
e_1_2_1_80_2
e_1_2_1_65_2
e_1_2_1_65_3
e_1_2_1_88_2
e_1_2_1_23_2
e_1_2_1_61_2
e_1_2_1_42_2
e_1_2_1_84_2
e_1_2_1_27_2
e_1_2_1_46_2
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e_1_2_1_11_2
e_1_2_1_34_2
e_1_2_1_72_2
e_1_2_1_95_2
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Snippet Alcohols can be temporarily converted into carbonyl compounds by the metal‐catalysed removal of hydrogen. The carbonyl compounds are reactive in a wider range...
Alcohols can be temporarily converted into carbonyl compounds by the metal-catalysed removal of hydrogen. The carbonyl compounds are reactive in a wider range...
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SubjectTerms alcohols
amines
catalysis
transfer hydrogenation
transition metals
Title Borrowing Hydrogen in the Activation of Alcohols
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