Synthesis of palladium(II) and platinum(II) complexes with crown ether phosphane ligands: Stille coupling of aryl iodides in water

Jorge Fresneda; Ernesto De Jesús; Pilar Gómez-Sal; Carmen López Mardomingo

doi:10.1002/ejic.200400906

Synthesis of palladium(II) and platinum(II) complexes with crown ether phosphane ligands: Stille coupling of aryl iodides in water

Jorge Fresneda
, Ernesto De Jesús
, Pilar Gómez-Sal
, Carmen López Mardomingo

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

15 Scopus citations

Abstract

The crown ether phosphanes PAr*Ph₂ (1) and PAr*₂R [Ar* = 3,4-(18-crown-6)-phenyl; R = Me (2); R = Ph (3)], prepared from PCl₂R and Ar*Li, have been studied. The syntheses and characterization of their oxides (4-6), and their BH₃ (7-9), PdCl₂ (10-12), and PtCl₂ (13-15) complexes are reported. The molecular structure of the borane complex PAr* ₂Ph·BH₃ (9) has been determined by X-ray structural analysis. Spectroscopic data suggest that phosphanes 1-3 have similar electronic properties and steric requirements to the corresponding phenylphosphane ligands PPh₂Me and PPh₃. Crown ether methylphosphane 2 and its complexes are remarkably water soluble, but 1 and 3 are only slightly soluble. Palladium(II) complexes 14 and 15 have been tested as catalysts in the Stille coupling of phenyltrichlorostannanes and aryl iodides in water.

Original language	English (US)
Pages (from-to)	1468-1476
Number of pages	9
Journal	European Journal of Inorganic Chemistry
Issue number	8
DOIs	https://doi.org/10.1002/ejic.200400906
State	Published - Apr 22 2005
Externally published	Yes

All Science Journal Classification (ASJC) codes

Inorganic Chemistry

Keywords

Aqueous-phase catalysis
C-C coupling
Crown compounds
Palladium
Phosphane ligands

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title = "Synthesis of palladium(II) and platinum(II) complexes with crown ether phosphane ligands: Stille coupling of aryl iodides in water",

abstract = "The crown ether phosphanes PAr*Ph2 (1) and PAr*2R [Ar* = 3,4-(18-crown-6)-phenyl; R = Me (2); R = Ph (3)], prepared from PCl2R and Ar*Li, have been studied. The syntheses and characterization of their oxides (4-6), and their BH3 (7-9), PdCl2 (10-12), and PtCl2 (13-15) complexes are reported. The molecular structure of the borane complex PAr* 2Ph·BH3 (9) has been determined by X-ray structural analysis. Spectroscopic data suggest that phosphanes 1-3 have similar electronic properties and steric requirements to the corresponding phenylphosphane ligands PPh2Me and PPh3. Crown ether methylphosphane 2 and its complexes are remarkably water soluble, but 1 and 3 are only slightly soluble. Palladium(II) complexes 14 and 15 have been tested as catalysts in the Stille coupling of phenyltrichlorostannanes and aryl iodides in water.",

keywords = "Aqueous-phase catalysis, C-C coupling, Crown compounds, Palladium, Phosphane ligands",

author = "Jorge Fresneda and \{De Jes{\'u}s\}, Ernesto and Pilar G{\'o}mez-Sal and Mardomingo, \{Carmen L{\'o}pez\}",

year = "2005",

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doi = "10.1002/ejic.200400906",

language = "English (US)",

pages = "1468--1476",

journal = "European Journal of Inorganic Chemistry",

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T1 - Synthesis of palladium(II) and platinum(II) complexes with crown ether phosphane ligands

T2 - Stille coupling of aryl iodides in water

AU - Fresneda, Jorge

AU - De Jesús, Ernesto

AU - Gómez-Sal, Pilar

AU - Mardomingo, Carmen López

PY - 2005/4/22

Y1 - 2005/4/22

N2 - The crown ether phosphanes PAr*Ph2 (1) and PAr*2R [Ar* = 3,4-(18-crown-6)-phenyl; R = Me (2); R = Ph (3)], prepared from PCl2R and Ar*Li, have been studied. The syntheses and characterization of their oxides (4-6), and their BH3 (7-9), PdCl2 (10-12), and PtCl2 (13-15) complexes are reported. The molecular structure of the borane complex PAr* 2Ph·BH3 (9) has been determined by X-ray structural analysis. Spectroscopic data suggest that phosphanes 1-3 have similar electronic properties and steric requirements to the corresponding phenylphosphane ligands PPh2Me and PPh3. Crown ether methylphosphane 2 and its complexes are remarkably water soluble, but 1 and 3 are only slightly soluble. Palladium(II) complexes 14 and 15 have been tested as catalysts in the Stille coupling of phenyltrichlorostannanes and aryl iodides in water.

AB - The crown ether phosphanes PAr*Ph2 (1) and PAr*2R [Ar* = 3,4-(18-crown-6)-phenyl; R = Me (2); R = Ph (3)], prepared from PCl2R and Ar*Li, have been studied. The syntheses and characterization of their oxides (4-6), and their BH3 (7-9), PdCl2 (10-12), and PtCl2 (13-15) complexes are reported. The molecular structure of the borane complex PAr* 2Ph·BH3 (9) has been determined by X-ray structural analysis. Spectroscopic data suggest that phosphanes 1-3 have similar electronic properties and steric requirements to the corresponding phenylphosphane ligands PPh2Me and PPh3. Crown ether methylphosphane 2 and its complexes are remarkably water soluble, but 1 and 3 are only slightly soluble. Palladium(II) complexes 14 and 15 have been tested as catalysts in the Stille coupling of phenyltrichlorostannanes and aryl iodides in water.

KW - Aqueous-phase catalysis

KW - C-C coupling

KW - Crown compounds

KW - Palladium

KW - Phosphane ligands

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DO - 10.1002/ejic.200400906

M3 - Article

AN - SCOPUS:17844370823

SN - 1434-1948

SP - 1468

EP - 1476

JO - European Journal of Inorganic Chemistry

JF - European Journal of Inorganic Chemistry

IS - 8

ER -

Synthesis of palladium(II) and platinum(II) complexes with crown ether phosphane ligands: Stille coupling of aryl iodides in water

Abstract

All Science Journal Classification (ASJC) codes

Keywords

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