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[Pd(Phbz)(X)(PPh3)] palladacycles promote the base-free homocoupling of arylboronic acids in air at room temperature

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[Pd(Phbz)(X)(PPh3)] palladacycles promote the base-free homocoupling of arylboronic acids in air at room temperature. / Kapdi, Anant R.; Dhangar, Gopal; Serrano, Jose Luis; De Haro, Jose; Lozano, Pedro; Fairlamb, Ian James Stewart.

In: RSC Advances, Vol. 4, 2014, p. 55305-55312.

Research output: Contribution to journalArticlepeer-review

Harvard

Kapdi, AR, Dhangar, G, Serrano, JL, De Haro, J, Lozano, P & Fairlamb, IJS 2014, '[Pd(Phbz)(X)(PPh3)] palladacycles promote the base-free homocoupling of arylboronic acids in air at room temperature', RSC Advances, vol. 4, pp. 55305-55312. https://doi.org/10.1039/C4RA09678A

APA

Kapdi, A. R., Dhangar, G., Serrano, J. L., De Haro, J., Lozano, P., & Fairlamb, I. J. S. (2014). [Pd(Phbz)(X)(PPh3)] palladacycles promote the base-free homocoupling of arylboronic acids in air at room temperature. RSC Advances, 4, 55305-55312. https://doi.org/10.1039/C4RA09678A

Vancouver

Kapdi AR, Dhangar G, Serrano JL, De Haro J, Lozano P, Fairlamb IJS. [Pd(Phbz)(X)(PPh3)] palladacycles promote the base-free homocoupling of arylboronic acids in air at room temperature. RSC Advances. 2014;4:55305-55312. https://doi.org/10.1039/C4RA09678A

Author

Kapdi, Anant R. ; Dhangar, Gopal ; Serrano, Jose Luis ; De Haro, Jose ; Lozano, Pedro ; Fairlamb, Ian James Stewart. / [Pd(Phbz)(X)(PPh3)] palladacycles promote the base-free homocoupling of arylboronic acids in air at room temperature. In: RSC Advances. 2014 ; Vol. 4. pp. 55305-55312.

Bibtex - Download

@article{90409c897966456abbc0434e6510f6d1,
title = "[Pd(Phbz)(X)(PPh3)] palladacycles promote the base-free homocoupling of arylboronic acids in air at room temperature",
abstract = "Homocoupling of arylboronic acids can be successfully achieved in commercial grade THF using [Pd(Phbz)(X)(PPh3)] palladacycles as catalysts (Phbz = N-phenylbenzaldimine; X = imidate or acetate). Symmetric biaryls were obtained in good yields working under mild conditions in an air atmosphere at room temperature. The reaction occurs without the addition of an exogenous base. The reaction conditions were optimized to provide the homocoupled products in excellent yield. Evidence for the transmetallation step being important for precatalyst activation has been gathered. The influence of electronic properties of the arylboronic acids on the outcome of the homocoupling reaction has been assessed through competition experiments.",
keywords = "Palladium, Catalysis, CROSS-COUPLING REACTION, BIARYLS",
author = "Kapdi, {Anant R.} and Gopal Dhangar and Serrano, {Jose Luis} and {De Haro}, Jose and Pedro Lozano and Fairlamb, {Ian James Stewart}",
year = "2014",
doi = "10.1039/C4RA09678A",
language = "English",
volume = "4",
pages = "55305--55312",
journal = "AIP Advances",
issn = "2046-2069",
publisher = "The Royal Society of Chemistry",

}

RIS (suitable for import to EndNote) - Download

TY - JOUR

T1 - [Pd(Phbz)(X)(PPh3)] palladacycles promote the base-free homocoupling of arylboronic acids in air at room temperature

AU - Kapdi, Anant R.

AU - Dhangar, Gopal

AU - Serrano, Jose Luis

AU - De Haro, Jose

AU - Lozano, Pedro

AU - Fairlamb, Ian James Stewart

PY - 2014

Y1 - 2014

N2 - Homocoupling of arylboronic acids can be successfully achieved in commercial grade THF using [Pd(Phbz)(X)(PPh3)] palladacycles as catalysts (Phbz = N-phenylbenzaldimine; X = imidate or acetate). Symmetric biaryls were obtained in good yields working under mild conditions in an air atmosphere at room temperature. The reaction occurs without the addition of an exogenous base. The reaction conditions were optimized to provide the homocoupled products in excellent yield. Evidence for the transmetallation step being important for precatalyst activation has been gathered. The influence of electronic properties of the arylboronic acids on the outcome of the homocoupling reaction has been assessed through competition experiments.

AB - Homocoupling of arylboronic acids can be successfully achieved in commercial grade THF using [Pd(Phbz)(X)(PPh3)] palladacycles as catalysts (Phbz = N-phenylbenzaldimine; X = imidate or acetate). Symmetric biaryls were obtained in good yields working under mild conditions in an air atmosphere at room temperature. The reaction occurs without the addition of an exogenous base. The reaction conditions were optimized to provide the homocoupled products in excellent yield. Evidence for the transmetallation step being important for precatalyst activation has been gathered. The influence of electronic properties of the arylboronic acids on the outcome of the homocoupling reaction has been assessed through competition experiments.

KW - Palladium

KW - Catalysis

KW - CROSS-COUPLING REACTION

KW - BIARYLS

U2 - 10.1039/C4RA09678A

DO - 10.1039/C4RA09678A

M3 - Article

VL - 4

SP - 55305

EP - 55312

JO - AIP Advances

JF - AIP Advances

SN - 2046-2069

ER -