Insight into the Activation of In Situ Generated Chiral RhI Catalysts and Their Application in Cyclotrimerizations

Indre Thiel; Moritz Horstmann; Phillip Jungk; Sonja Keller; Fabian Fischer; Hans-Joachim Drexler; Detlef Heller; Marko Hapke

doi:10.1002/chem.201703198

Insight into the Activation of In Situ Generated Chiral RhI Catalysts and Their Application in Cyclotrimerizations

Indre Thiel, Moritz Horstmann, Phillip Jungk, Sonja Keller, Fabian Fischer, Hans-Joachim Drexler, Detlef Heller (Editor), Marko Hapke (Editor)

Institute of Catalysis

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

Abstract

We report a detailed study concerning the efficient generation of highly active chiral rhodium complexes of the general structure [Rh(diphosphine)(solvent)2]+ as well as their exemplary successful utilization as catalysts for cyclotrimerizations. Such solvent complexes could likewise be prepared from novel ammonia complexes of the type [Rh(diphosphine)( NH3)2]+. A valuable, feasible approach to generate novel chiral RhI complexes was found by in situ generation from Wilkinson’s catalyst [RhCl(PPh3)3] with chiral P,N ligands. The generated catalysts led to moderate to good enantioselectivities and excellent yields in the cyclotrimerizations of triynes, showcasing their usefulness in the synthesis of axially chiral benzene derivatives.

Original language	English
Pages (from-to)	17048–17057
Number of pages	11
Journal	Chemistry - A European Journal
Volume	23
DOIs	https://doi.org/10.1002/chem.201703198
Publication status	Published - 2017

Fields of science

104 Chemistry

JKU Focus areas

Engineering and Natural Sciences (in general)

Access to Document

10.1002/chem.201703198

Cite this

@article{630628dbf1394300b1f22efffe06a7ee,

title = "Insight into the Activation of In Situ Generated Chiral RhI Catalysts and Their Application in Cyclotrimerizations",

abstract = "We report a detailed study concerning the efficient generation of highly active chiral rhodium complexes of the general structure [Rh(diphosphine)(solvent)2]+ as well as their exemplary successful utilization as catalysts for cyclotrimerizations. Such solvent complexes could likewise be prepared from novel ammonia complexes of the type [Rh(diphosphine)( NH3)2]+. A valuable, feasible approach to generate novel chiral RhI complexes was found by in situ generation from Wilkinson{\textquoteright}s catalyst [RhCl(PPh3)3] with chiral P,N ligands. The generated catalysts led to moderate to good enantioselectivities and excellent yields in the cyclotrimerizations of triynes, showcasing their usefulness in the synthesis of axially chiral benzene derivatives.",

author = "Indre Thiel and Moritz Horstmann and Phillip Jungk and Sonja Keller and Fabian Fischer and Hans-Joachim Drexler and Detlef Heller and Marko Hapke",

year = "2017",

doi = "10.1002/chem.201703198",

language = "English",

volume = "23",

pages = "17048–17057",

journal = "Chemistry - A European Journal",

issn = "0947-6539",

publisher = "Wiley",

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T1 - Insight into the Activation of In Situ Generated Chiral RhI Catalysts and Their Application in Cyclotrimerizations

AU - Thiel, Indre

AU - Horstmann, Moritz

AU - Jungk, Phillip

AU - Keller, Sonja

AU - Fischer, Fabian

AU - Drexler, Hans-Joachim

A2 - Heller, Detlef

A2 - Hapke, Marko

PY - 2017

Y1 - 2017

N2 - We report a detailed study concerning the efficient generation of highly active chiral rhodium complexes of the general structure [Rh(diphosphine)(solvent)2]+ as well as their exemplary successful utilization as catalysts for cyclotrimerizations. Such solvent complexes could likewise be prepared from novel ammonia complexes of the type [Rh(diphosphine)( NH3)2]+. A valuable, feasible approach to generate novel chiral RhI complexes was found by in situ generation from Wilkinson’s catalyst [RhCl(PPh3)3] with chiral P,N ligands. The generated catalysts led to moderate to good enantioselectivities and excellent yields in the cyclotrimerizations of triynes, showcasing their usefulness in the synthesis of axially chiral benzene derivatives.

AB - We report a detailed study concerning the efficient generation of highly active chiral rhodium complexes of the general structure [Rh(diphosphine)(solvent)2]+ as well as their exemplary successful utilization as catalysts for cyclotrimerizations. Such solvent complexes could likewise be prepared from novel ammonia complexes of the type [Rh(diphosphine)( NH3)2]+. A valuable, feasible approach to generate novel chiral RhI complexes was found by in situ generation from Wilkinson’s catalyst [RhCl(PPh3)3] with chiral P,N ligands. The generated catalysts led to moderate to good enantioselectivities and excellent yields in the cyclotrimerizations of triynes, showcasing their usefulness in the synthesis of axially chiral benzene derivatives.

U2 - 10.1002/chem.201703198

DO - 10.1002/chem.201703198

M3 - Article

SN - 0947-6539

VL - 23

SP - 17048

EP - 17057

JO - Chemistry - A European Journal

JF - Chemistry - A European Journal

ER -