Synthesis and Lewis acid properties of a ferrocene-based planar-chiral borenium cation

Jiawei Chen; Roger A. Lalancette; Frieder Jäkle

doi:10.1039/c3cc41556b

Synthesis and Lewis acid properties of a ferrocene-based planar-chiral borenium cation

Jiawei Chen, Roger A. Lalancette, Frieder Jäkle

Rutgers Newark, Chemistry

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

64 Scopus citations

Abstract

The first planar chiral ferrocenylborenium species (pR)-3⁺ is obtained in the enantiopure form by halide abstraction from the corresponding chloroborane adduct (pR)-2 using Krossing's salt. Competition experiments suggest that the Lewis acidity of (pR)-3⁺ is higher than that of B(C₆F₅)₃ towards anions and slightly lower towards neutral Lewis bases. The ferrocenylborenium species (pR)-3⁺ is examined as a catalyst for the stereoselective hydrosilylation of ketones.

Original language	English (US)
Pages (from-to)	4893-4895
Number of pages	3
Journal	Chemical Communications
Volume	49
Issue number	43
DOIs	https://doi.org/10.1039/c3cc41556b
State	Published - May 2 2013

All Science Journal Classification (ASJC) codes

Catalysis
Electronic, Optical and Magnetic Materials
Ceramics and Composites
Chemistry(all)
Surfaces, Coatings and Films
Metals and Alloys
Materials Chemistry

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abstract = "The first planar chiral ferrocenylborenium species (pR)-3+ is obtained in the enantiopure form by halide abstraction from the corresponding chloroborane adduct (pR)-2 using Krossing's salt. Competition experiments suggest that the Lewis acidity of (pR)-3+ is higher than that of B(C6F5)3 towards anions and slightly lower towards neutral Lewis bases. The ferrocenylborenium species (pR)-3+ is examined as a catalyst for the stereoselective hydrosilylation of ketones.",

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AU - Lalancette, Roger A.

AU - Jäkle, Frieder

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Y1 - 2013/5/2

N2 - The first planar chiral ferrocenylborenium species (pR)-3+ is obtained in the enantiopure form by halide abstraction from the corresponding chloroborane adduct (pR)-2 using Krossing's salt. Competition experiments suggest that the Lewis acidity of (pR)-3+ is higher than that of B(C6F5)3 towards anions and slightly lower towards neutral Lewis bases. The ferrocenylborenium species (pR)-3+ is examined as a catalyst for the stereoselective hydrosilylation of ketones.

AB - The first planar chiral ferrocenylborenium species (pR)-3+ is obtained in the enantiopure form by halide abstraction from the corresponding chloroborane adduct (pR)-2 using Krossing's salt. Competition experiments suggest that the Lewis acidity of (pR)-3+ is higher than that of B(C6F5)3 towards anions and slightly lower towards neutral Lewis bases. The ferrocenylborenium species (pR)-3+ is examined as a catalyst for the stereoselective hydrosilylation of ketones.

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Synthesis and Lewis acid properties of a ferrocene-based planar-chiral borenium cation

Abstract

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