Rh(II)-catalyzed intramolecular C-H insertion of diazo substrates in water: Scope and limitations

Nuno R. Candeias; Pedro M.P. Gois; Carlos A.M. Afonso

doi:10.1021/jo060397a

Rh(II)-catalyzed intramolecular C-H insertion of diazo substrates in water: Scope and limitations

Nuno R. Candeias, Pedro M.P. Gois, Carlos A.M. Afonso

Research output: Contribution to journal › Article › peer-review

97 Citations (Scopus)

Abstract

Preferential Rh(II) carbenoid intramolecular C-H versus O-H insertion derived from α-diazo-acetamides can be achieved in water by using an appropriate combination of the catalyst and amide groups, which creates a larger hydrophobic environment around the reactive carbenoid center.

Original language	English
Pages (from-to)	5489-5497
Number of pages	9
Journal	Journal of Organic Chemistry
Volume	71
Issue number	15
DOIs	https://doi.org/10.1021/jo060397a
Publication status	Published - 21 Jul 2006

Keywords

Nitrogen compounds
Water
Catalysis
Hydrophobicity
Molecular dynamics

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title = "Rh(II)-catalyzed intramolecular C-H insertion of diazo substrates in water: Scope and limitations",

abstract = "Preferential Rh(II) carbenoid intramolecular C-H versus O-H insertion derived from α-diazo-acetamides can be achieved in water by using an appropriate combination of the catalyst and amide groups, which creates a larger hydrophobic environment around the reactive carbenoid center.",

keywords = "Nitrogen compounds, Water, Catalysis, Hydrophobicity, Molecular dynamics",

author = "Candeias, {Nuno R.} and Gois, {Pedro M.P.} and Afonso, {Carlos A.M.}",

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AU - Gois, Pedro M.P.

AU - Afonso, Carlos A.M.

PY - 2006/7/21

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N2 - Preferential Rh(II) carbenoid intramolecular C-H versus O-H insertion derived from α-diazo-acetamides can be achieved in water by using an appropriate combination of the catalyst and amide groups, which creates a larger hydrophobic environment around the reactive carbenoid center.

AB - Preferential Rh(II) carbenoid intramolecular C-H versus O-H insertion derived from α-diazo-acetamides can be achieved in water by using an appropriate combination of the catalyst and amide groups, which creates a larger hydrophobic environment around the reactive carbenoid center.

KW - Nitrogen compounds

KW - Water

KW - Catalysis

KW - Hydrophobicity

KW - Molecular dynamics

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JO - Journal of Organic Chemistry

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ER -

Rh(II)-catalyzed intramolecular C-H insertion of diazo substrates in water: Scope and limitations

Abstract

Keywords

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