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Intramolecular C-H insertion catalyzed by dirhodium(II) complexes using CO2 as the reaction media

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Intramolecular C-H insertion catalyzed by dirhodium(II) complexes using CO2 as the reaction media. / Zakrzewska, Malgorzata E.; Cal, Pedro M. S. D.; Candeias, Nuno R.; Bogel-Lukasik, Rafal; Afonso, Carlos A. M.; Ponte, Manuel N.; Gois, Pedro M. P.

In: Green Chemistry Letters and Reviews, Vol. 5, No. 2, 2012, p. 211-240.

Research output: Contribution to journalArticleScientificpeer-review

Harvard

Zakrzewska, ME, Cal, PMSD, Candeias, NR, Bogel-Lukasik, R, Afonso, CAM, Ponte, MN & Gois, PMP 2012, 'Intramolecular C-H insertion catalyzed by dirhodium(II) complexes using CO2 as the reaction media', Green Chemistry Letters and Reviews, vol. 5, no. 2, pp. 211-240. https://doi.org/10.1080/17518253.2011.620009

APA

Zakrzewska, M. E., Cal, P. M. S. D., Candeias, N. R., Bogel-Lukasik, R., Afonso, C. A. M., Ponte, M. N., & Gois, P. M. P. (2012). Intramolecular C-H insertion catalyzed by dirhodium(II) complexes using CO2 as the reaction media. Green Chemistry Letters and Reviews, 5(2), 211-240. https://doi.org/10.1080/17518253.2011.620009

Vancouver

Zakrzewska ME, Cal PMSD, Candeias NR, Bogel-Lukasik R, Afonso CAM, Ponte MN et al. Intramolecular C-H insertion catalyzed by dirhodium(II) complexes using CO2 as the reaction media. Green Chemistry Letters and Reviews. 2012;5(2):211-240. https://doi.org/10.1080/17518253.2011.620009

Author

Zakrzewska, Malgorzata E. ; Cal, Pedro M. S. D. ; Candeias, Nuno R. ; Bogel-Lukasik, Rafal ; Afonso, Carlos A. M. ; Ponte, Manuel N. ; Gois, Pedro M. P. / Intramolecular C-H insertion catalyzed by dirhodium(II) complexes using CO2 as the reaction media. In: Green Chemistry Letters and Reviews. 2012 ; Vol. 5, No. 2. pp. 211-240.

Bibtex - Download

@article{696b91bbe2f045aebce68fc579d860fc,
title = "Intramolecular C-H insertion catalyzed by dirhodium(II) complexes using CO2 as the reaction media",
abstract = "In this work, the intramolecular C-H insertion of diazoacetamides catalyzed by dirhodium(II) complexes and using CO2 as solvent is disclosed. The expected lactams were obtained in yields over 97{\%}. The asymmetric intramolecular C-H insertion was also achieved and the beta-lactam 14 was obtained in > 97{\%} yield and 65{\%} ee using the chiral dirhodium(II) catalyst Rh-2(S-PTTL)(4). Finally, the dirhodium(II) complex Rh-2(OAc)(4) was used in two consecutive cycles in which complete conversion to the lactam was observed.",
keywords = "diazoacetamides, C-H insertion, dirhodium(II), lactams, scCO(2), ASYMMETRIC CYCLOPROPANATION, ALPHA-DIAZOACETAMIDES, HOMOGENEOUS CATALYSIS, SUPERCRITICAL FLUIDS, CARBOXYLATES, ENANTIOSELECTIVITY, TRANSFORMATIONS, IMMOBILIZATION, ACTIVATION, STRATEGY",
author = "Zakrzewska, {Malgorzata E.} and Cal, {Pedro M. S. D.} and Candeias, {Nuno R.} and Rafal Bogel-Lukasik and Afonso, {Carlos A. M.} and Ponte, {Manuel N.} and Gois, {Pedro M. P.}",
year = "2012",
doi = "10.1080/17518253.2011.620009",
language = "English",
volume = "5",
pages = "211--240",
journal = "Green Chemistry Letters and Reviews",
issn = "1751-8253",
publisher = "Taylor & Francis",
number = "2",

}

RIS (suitable for import to EndNote) - Download

TY - JOUR

T1 - Intramolecular C-H insertion catalyzed by dirhodium(II) complexes using CO2 as the reaction media

AU - Zakrzewska, Malgorzata E.

AU - Cal, Pedro M. S. D.

AU - Candeias, Nuno R.

AU - Bogel-Lukasik, Rafal

AU - Afonso, Carlos A. M.

AU - Ponte, Manuel N.

AU - Gois, Pedro M. P.

PY - 2012

Y1 - 2012

N2 - In this work, the intramolecular C-H insertion of diazoacetamides catalyzed by dirhodium(II) complexes and using CO2 as solvent is disclosed. The expected lactams were obtained in yields over 97%. The asymmetric intramolecular C-H insertion was also achieved and the beta-lactam 14 was obtained in > 97% yield and 65% ee using the chiral dirhodium(II) catalyst Rh-2(S-PTTL)(4). Finally, the dirhodium(II) complex Rh-2(OAc)(4) was used in two consecutive cycles in which complete conversion to the lactam was observed.

AB - In this work, the intramolecular C-H insertion of diazoacetamides catalyzed by dirhodium(II) complexes and using CO2 as solvent is disclosed. The expected lactams were obtained in yields over 97%. The asymmetric intramolecular C-H insertion was also achieved and the beta-lactam 14 was obtained in > 97% yield and 65% ee using the chiral dirhodium(II) catalyst Rh-2(S-PTTL)(4). Finally, the dirhodium(II) complex Rh-2(OAc)(4) was used in two consecutive cycles in which complete conversion to the lactam was observed.

KW - diazoacetamides

KW - C-H insertion

KW - dirhodium(II)

KW - lactams

KW - scCO(2)

KW - ASYMMETRIC CYCLOPROPANATION

KW - ALPHA-DIAZOACETAMIDES

KW - HOMOGENEOUS CATALYSIS

KW - SUPERCRITICAL FLUIDS

KW - CARBOXYLATES

KW - ENANTIOSELECTIVITY

KW - TRANSFORMATIONS

KW - IMMOBILIZATION

KW - ACTIVATION

KW - STRATEGY

U2 - 10.1080/17518253.2011.620009

DO - 10.1080/17518253.2011.620009

M3 - Article

VL - 5

SP - 211

EP - 240

JO - Green Chemistry Letters and Reviews

JF - Green Chemistry Letters and Reviews

SN - 1751-8253

IS - 2

ER -