Selective aliphatic carbon–hydrogen bond activation of protected alcohol substrates by cytochrome P450 enzymes

Stephen G. Bell; Justin T. J. Spence; Shenglan Liu; Jonathan H. George; Luet-Lok Wong

doi:10.1039/c3ob42417k

Selective aliphatic carbon–hydrogen bond activation of protected alcohol substrates by cytochrome P450 enzymes

Organic & Biomolecular Chemistry ◽

10.1039/c3ob42417k ◽

2014 ◽

Vol 12 (15) ◽

pp. 2479-2488 ◽

Cited By ~ 9

Author(s):

Stephen G. Bell ◽

Justin T. J. Spence ◽

Shenglan Liu ◽

Jonathan H. George ◽

Luet-Lok Wong

Keyword(s):

Hydrogen Bond ◽

Cytochrome P450 ◽

Bond Activation ◽

Cytochrome P450 Enzymes ◽

General Methodology ◽

Carbon Hydrogen Bond Activation ◽

Aliphatic Carbon

Protected cyclohexanol and cyclohex-2-enol substrates were efficiently and selectively oxidised by different P450cam mutants providing a general methodology for generating substituted diols using biocatalysts.

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ChemInform Abstract: Cyclometalation of 2,6-Di-tert-butylphenoxide Ligands by Tantalum Aryl Groups: Aliphatic Carbon-Hydrogen Bond Activation and Aryl Isomerization via Benzyne (o-Phenylene) Intermediates.

ChemInform ◽

10.1002/chin.198806255 ◽

1988 ◽

Vol 19 (6) ◽

Author(s):

L. R. CHAMBERLAIN ◽

J. L. KERSCHNER ◽

A. P. ROTHWELL ◽

I. P. ROTHWELL ◽

J. C. HUFFMAN

Keyword(s):

Hydrogen Bond ◽

Bond Activation ◽

Carbon Hydrogen Bond Activation ◽

Aliphatic Carbon

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Cyclopalladation of N-mesitylbenzylideneamines. Aromatic versus aliphatic carbon-hydrogen bond activation

Organometallics ◽

10.1021/om00040a025 ◽

1992 ◽

Vol 11 (4) ◽

pp. 1536-1541 ◽

Cited By ~ 98

Author(s):

Joan Albert ◽

Rosa Maria Ceder ◽

Montserrat Gomez ◽

Jaume Granell ◽

Joaquim Sales

Keyword(s):

Hydrogen Bond ◽

Bond Activation ◽

Carbon Hydrogen Bond Activation ◽

Aliphatic Carbon

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Synthetic and mechanistic aspects of intramolecular aliphatic carbon-hydrogen bond activation by titanium(IV) and zirconium(IV) metal centers

Journal of the American Chemical Society ◽

10.1021/ja00307a024 ◽

1985 ◽

Vol 107 (21) ◽

pp. 5981-5987 ◽

Cited By ~ 37

Author(s):

Stanley L. Latesky ◽

Anne K. McMullen ◽

Ian P. Rothwell ◽

John C. Huffman

Keyword(s):

Hydrogen Bond ◽

Bond Activation ◽

Metal Centers ◽

Carbon Hydrogen Bond Activation ◽

Aliphatic Carbon

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Cyclometalation of 2,6-di-tert-butylphenoxide ligands by tantalum aryl groups: aliphatic carbon-hydrogen bond activation and aryl isomerization via benzyne (o-phenylene) intermediates

Journal of the American Chemical Society ◽

10.1021/ja00255a037 ◽

1987 ◽

Vol 109 (21) ◽

pp. 6471-6478 ◽

Cited By ~ 27

Author(s):

Linda R. Chamberlain ◽

Judith L. Kerschner ◽

Arlene P. Rothwell ◽

Ian P. Rothwell ◽

John C. Huffman

Keyword(s):

Hydrogen Bond ◽

Bond Activation ◽

Carbon Hydrogen Bond Activation ◽

Aliphatic Carbon

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ChemInform Abstract: ARYL ISOMERIZATION DURING ALIPHATIC CARBON-HYDROGEN BOND ACTIVATION

Chemischer Informationsdienst ◽

10.1002/chin.198339288 ◽

1983 ◽

Vol 14 (39) ◽

Author(s):

L. R. CHAMBERLAIN ◽

I. P. ROTHWELL

Keyword(s):

Hydrogen Bond ◽

Bond Activation ◽

Carbon Hydrogen Bond Activation ◽

Aliphatic Carbon

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Aryl isomerization during aliphatic carbon-hydrogen bond activation

Journal of the American Chemical Society ◽

10.1021/ja00344a049 ◽

1983 ◽

Vol 105 (6) ◽

pp. 1665-1666 ◽

Cited By ~ 17

Author(s):

Linda R. Chamberlain ◽

Ian P. Rothwell

Keyword(s):

Hydrogen Bond ◽

Bond Activation ◽

Carbon Hydrogen Bond Activation ◽

Aliphatic Carbon

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Pd‐Au Supported Reduced Graphene Oxide Catalyst for Carbon‐ Hydrogen Bond Activation in Benzene

ChemistrySelect ◽

10.1002/slct.202101988 ◽

2021 ◽

Vol 6 (28) ◽

pp. 7111-7117

Author(s):

Deepika Sharma ◽

Kamal Kishor Thakur ◽

Neeraj Gupta

Keyword(s):

Hydrogen Bond ◽

Graphene Oxide ◽

Reduced Graphene Oxide ◽

Oxide Catalyst ◽

Bond Activation ◽

Reduced Graphene ◽

Carbon Hydrogen Bond Activation

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Modeling the Proposed Intermediate in Alkane Carbon−Hydrogen Bond Activation by Cp*(PMe3)Ir(Me)OTf: Synthesis and Stability of Novel Organometallic Iridium(V) Complexes

Organometallics ◽

10.1021/om990255p ◽

1999 ◽

Vol 18 (14) ◽

pp. 2707-2717 ◽

Cited By ~ 39

Author(s):

Peter J. Alaimo ◽

Robert G. Bergman

Keyword(s):

Hydrogen Bond ◽

Bond Activation ◽

Carbon Hydrogen Bond Activation

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Photochemical generation of reactive transition-metal intermediates from air-stable precursors. Carbon-hydrogen bond activation via near-ultraviolet photolysis of CpIr(L)(oxalate) and CpIr(L)(N3)2 complexes

Inorganic Chemistry ◽

10.1021/ic00004a043 ◽

1991 ◽

Vol 30 (4) ◽

pp. 836-840 ◽

Cited By ~ 16

Author(s):

Daniel A. Freedman ◽

Kent R. Mann

Keyword(s):

Hydrogen Bond ◽

Transition Metal ◽

Bond Activation ◽

Photochemical Generation ◽

Near Ultraviolet ◽

Carbon Hydrogen Bond Activation ◽

Ultraviolet Photolysis

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Carbon-hydrogen bond activation using a bis(phosphine)iridium carbonyl hydride and the carbonylation of benzene

Organometallics ◽

10.1021/om00078a013 ◽

1983 ◽

Vol 2 (6) ◽

pp. 764-767 ◽

Cited By ~ 42

Author(s):

Barbara J. Fisher ◽

Richard Eisenberg

Keyword(s):

Hydrogen Bond ◽

Bond Activation ◽

Carbon Hydrogen Bond Activation

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Selective aliphatic carbon–hydrogen bond activation of protected alcohol substrates by cytochrome P450 enzymes

ChemInform Abstract: Cyclometalation of 2,6-Di-tert-butylphenoxide Ligands by Tantalum Aryl Groups: Aliphatic Carbon-Hydrogen Bond Activation and Aryl Isomerization via Benzyne (o-Phenylene) Intermediates.

Cyclopalladation of N-mesitylbenzylideneamines. Aromatic versus aliphatic carbon-hydrogen bond activation

Synthetic and mechanistic aspects of intramolecular aliphatic carbon-hydrogen bond activation by titanium(IV) and zirconium(IV) metal centers

Cyclometalation of 2,6-di-tert-butylphenoxide ligands by tantalum aryl groups: aliphatic carbon-hydrogen bond activation and aryl isomerization via benzyne (o-phenylene) intermediates

ChemInform Abstract: ARYL ISOMERIZATION DURING ALIPHATIC CARBON-HYDROGEN BOND ACTIVATION

Aryl isomerization during aliphatic carbon-hydrogen bond activation

Pd‐Au Supported Reduced Graphene Oxide Catalyst for Carbon‐ Hydrogen Bond Activation in Benzene

Modeling the Proposed Intermediate in Alkane Carbon−Hydrogen Bond Activation by Cp*(PMe3)Ir(Me)OTf: Synthesis and Stability of Novel Organometallic Iridium(V) Complexes

Photochemical generation of reactive transition-metal intermediates from air-stable precursors. Carbon-hydrogen bond activation via near-ultraviolet photolysis of Cp*Ir(L)(oxalate) and Cp*Ir(L)(N3)2 complexes

Carbon-hydrogen bond activation using a bis(phosphine)iridium carbonyl hydride and the carbonylation of benzene

Photochemical generation of reactive transition-metal intermediates from air-stable precursors. Carbon-hydrogen bond activation via near-ultraviolet photolysis of CpIr(L)(oxalate) and CpIr(L)(N3)2 complexes