Synthesis of palladacycles employing iminoisoindolines as monoanionic bidentate ligands

Jackson M. Chitanda; Demyan E. Prokopchuk; J. Wilson Quail; Stephen R. Foley

doi:10.1039/b806544f

Synthesis of palladacycles employing iminoisoindolines as monoanionic bidentate ligands

Jackson M. Chitanda, Demyan E. Prokopchuk, J. Wilson Quail, Stephen R. Foley

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

28 Scopus citations

Abstract

A series of air- and moisture-stable iminoisoindoline-based palladacycles have been prepared in two operationally simple steps from commercially available reagents. para-Substituted N,N′-diphenyliminoisoindoline ligands are easily synthesized from phthalaldehyde and para-substituted anilines and further reaction of the iminoisoindoline ligands with Pd(OAc)₂ in dichloromethane at room temperature results in formation of six-membered [C,N] dinuclear cyclopalladated complexes with the general formula [(iminoisoindoline)Pd(μ-OAc)]₂. The resulting palladacyclic complexes were tested as precatalysts in Heck and Suzuki coupling reactions.

Original language	English (US)
Pages (from-to)	6023-6029
Number of pages	7
Journal	Dalton Transactions
Issue number	43
DOIs	https://doi.org/10.1039/b806544f
State	Published - 2008
Externally published	Yes

All Science Journal Classification (ASJC) codes

Inorganic Chemistry

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title = "Synthesis of palladacycles employing iminoisoindolines as monoanionic bidentate ligands",

abstract = "A series of air- and moisture-stable iminoisoindoline-based palladacycles have been prepared in two operationally simple steps from commercially available reagents. para-Substituted N,N′-diphenyliminoisoindoline ligands are easily synthesized from phthalaldehyde and para-substituted anilines and further reaction of the iminoisoindoline ligands with Pd(OAc)2 in dichloromethane at room temperature results in formation of six-membered [C,N] dinuclear cyclopalladated complexes with the general formula [(iminoisoindoline)Pd(μ-OAc)]2. The resulting palladacyclic complexes were tested as precatalysts in Heck and Suzuki coupling reactions.",

author = "Chitanda, {Jackson M.} and Prokopchuk, {Demyan E.} and Quail, {J. Wilson} and Foley, {Stephen R.}",

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doi = "10.1039/b806544f",

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T1 - Synthesis of palladacycles employing iminoisoindolines as monoanionic bidentate ligands

AU - Chitanda, Jackson M.

AU - Prokopchuk, Demyan E.

AU - Quail, J. Wilson

AU - Foley, Stephen R.

PY - 2008

Y1 - 2008

N2 - A series of air- and moisture-stable iminoisoindoline-based palladacycles have been prepared in two operationally simple steps from commercially available reagents. para-Substituted N,N′-diphenyliminoisoindoline ligands are easily synthesized from phthalaldehyde and para-substituted anilines and further reaction of the iminoisoindoline ligands with Pd(OAc)2 in dichloromethane at room temperature results in formation of six-membered [C,N] dinuclear cyclopalladated complexes with the general formula [(iminoisoindoline)Pd(μ-OAc)]2. The resulting palladacyclic complexes were tested as precatalysts in Heck and Suzuki coupling reactions.

AB - A series of air- and moisture-stable iminoisoindoline-based palladacycles have been prepared in two operationally simple steps from commercially available reagents. para-Substituted N,N′-diphenyliminoisoindoline ligands are easily synthesized from phthalaldehyde and para-substituted anilines and further reaction of the iminoisoindoline ligands with Pd(OAc)2 in dichloromethane at room temperature results in formation of six-membered [C,N] dinuclear cyclopalladated complexes with the general formula [(iminoisoindoline)Pd(μ-OAc)]2. The resulting palladacyclic complexes were tested as precatalysts in Heck and Suzuki coupling reactions.

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DO - 10.1039/b806544f

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JO - Dalton Transactions

JF - Dalton Transactions

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ER -

Synthesis of palladacycles employing iminoisoindolines as monoanionic bidentate ligands

Abstract

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