1,3,5-Triaza-7-phosphaadamantane (PTA) ligated iridium(I) complexes as catalysts for the intramolecular hydroamination of 4-pentyn-1-amine in water

Donald Alan Krogstad; Andrew J. DeBoer; William J. Ortmeier; Joseph W. Rudolf; Jason A. Halfen

doi:10.1016/j.inoche.2005.09.013

1,3,5-Triaza-7-phosphaadamantane (PTA) ligated iridium(I) complexes as catalysts for the intramolecular hydroamination of 4-pentyn-1-amine in water

Donald Alan Krogstad, Andrew J. DeBoer, William J. Ortmeier, Joseph W. Rudolf, Jason A. Halfen

Laboratory Medicine and Pathology

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

28 Scopus citations

Abstract

The water-soluble complex [Ir(COD)(PTA)₃]Cl (1, PTA = 1,3,5-triaza-7-phosphaadamantane) was prepared by the reaction of [IrCl(COD)]₂ with six equivalents of PTA under a nitrogen atmosphere. Compound 1 was fully characterized in solution and the solid state. 1 crystallized in the monoclinic space group C2/c with a = 29.648(9) Å, b = 11.238(2) Å, c = 19.930(2) Å, and β = 96.55(2)°. Complex 1 and the related Ir(I) compounds, [IrCl(CO)(PTA)₃] (2) and [Ir(CO)(PTA)₄]Cl (3), were active catalysts in the intramolecular hydroamination of 4-pentyn-1-amine in water. This is the first reported study of the Ir(I) mediated transformation in aqueous media.

Original language	English (US)
Pages (from-to)	1141-1144
Number of pages	4
Journal	Inorganic Chemistry Communications
Volume	8
Issue number	12
DOIs	https://doi.org/10.1016/j.inoche.2005.09.013
State	Published - Dec 2005

Bibliographical note

Funding Information:
Acknowledgment is made to the Concordia College Alumni Chemistry Research Fund and to the Donors of The Petroleum Research Fund, administered by the American Chemical Society, for partial support (Grant 33818-GB3 to DAK and Grant 33450-GB3 to JAH) of this research.

Copyright:
Copyright 2008 Elsevier B.V., All rights reserved.

Keywords

1,3,5-Triaza-7-phosphaadamantane
Intramolecular hydroamination
Iridium
Phosphine
Water

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title = "1,3,5-Triaza-7-phosphaadamantane (PTA) ligated iridium(I) complexes as catalysts for the intramolecular hydroamination of 4-pentyn-1-amine in water",

abstract = "The water-soluble complex [Ir(COD)(PTA)3]Cl (1, PTA = 1,3,5-triaza-7-phosphaadamantane) was prepared by the reaction of [IrCl(COD)]2 with six equivalents of PTA under a nitrogen atmosphere. Compound 1 was fully characterized in solution and the solid state. 1 crystallized in the monoclinic space group C2/c with a = 29.648(9) {\AA}, b = 11.238(2) {\AA}, c = 19.930(2) {\AA}, and β = 96.55(2)°. Complex 1 and the related Ir(I) compounds, [IrCl(CO)(PTA)3] (2) and [Ir(CO)(PTA)4]Cl (3), were active catalysts in the intramolecular hydroamination of 4-pentyn-1-amine in water. This is the first reported study of the Ir(I) mediated transformation in aqueous media.",

keywords = "1,3,5-Triaza-7-phosphaadamantane, Intramolecular hydroamination, Iridium, Phosphine, Water",

author = "Krogstad, {Donald Alan} and DeBoer, {Andrew J.} and Ortmeier, {William J.} and Rudolf, {Joseph W.} and Halfen, {Jason A.}",

note = "Funding Information: Acknowledgment is made to the Concordia College Alumni Chemistry Research Fund and to the Donors of The Petroleum Research Fund, administered by the American Chemical Society, for partial support (Grant 33818-GB3 to DAK and Grant 33450-GB3 to JAH) of this research. Copyright: Copyright 2008 Elsevier B.V., All rights reserved.",

year = "2005",

month = dec,

doi = "10.1016/j.inoche.2005.09.013",

language = "English (US)",

volume = "8",

pages = "1141--1144",

journal = "Inorganic Chemistry Communications",

issn = "1387-7003",

publisher = "Elsevier BV",

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AU - Krogstad, Donald Alan

AU - DeBoer, Andrew J.

AU - Ortmeier, William J.

AU - Rudolf, Joseph W.

AU - Halfen, Jason A.

N1 - Funding Information: Acknowledgment is made to the Concordia College Alumni Chemistry Research Fund and to the Donors of The Petroleum Research Fund, administered by the American Chemical Society, for partial support (Grant 33818-GB3 to DAK and Grant 33450-GB3 to JAH) of this research. Copyright: Copyright 2008 Elsevier B.V., All rights reserved.

PY - 2005/12

Y1 - 2005/12

N2 - The water-soluble complex [Ir(COD)(PTA)3]Cl (1, PTA = 1,3,5-triaza-7-phosphaadamantane) was prepared by the reaction of [IrCl(COD)]2 with six equivalents of PTA under a nitrogen atmosphere. Compound 1 was fully characterized in solution and the solid state. 1 crystallized in the monoclinic space group C2/c with a = 29.648(9) Å, b = 11.238(2) Å, c = 19.930(2) Å, and β = 96.55(2)°. Complex 1 and the related Ir(I) compounds, [IrCl(CO)(PTA)3] (2) and [Ir(CO)(PTA)4]Cl (3), were active catalysts in the intramolecular hydroamination of 4-pentyn-1-amine in water. This is the first reported study of the Ir(I) mediated transformation in aqueous media.

AB - The water-soluble complex [Ir(COD)(PTA)3]Cl (1, PTA = 1,3,5-triaza-7-phosphaadamantane) was prepared by the reaction of [IrCl(COD)]2 with six equivalents of PTA under a nitrogen atmosphere. Compound 1 was fully characterized in solution and the solid state. 1 crystallized in the monoclinic space group C2/c with a = 29.648(9) Å, b = 11.238(2) Å, c = 19.930(2) Å, and β = 96.55(2)°. Complex 1 and the related Ir(I) compounds, [IrCl(CO)(PTA)3] (2) and [Ir(CO)(PTA)4]Cl (3), were active catalysts in the intramolecular hydroamination of 4-pentyn-1-amine in water. This is the first reported study of the Ir(I) mediated transformation in aqueous media.

KW - 1,3,5-Triaza-7-phosphaadamantane

KW - Intramolecular hydroamination

KW - Iridium

KW - Phosphine

KW - Water

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ER -

1,3,5-Triaza-7-phosphaadamantane (PTA) ligated iridium(I) complexes as catalysts for the intramolecular hydroamination of 4-pentyn-1-amine in water

Abstract

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Keywords

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