Concepedia

Thermodynamic <i>versus</i> kinetic control in substituent redistribution reactions of silylium ions steered by the counteranion

Lukas Omann, Bimal Pudasaini, Elisabeth Irran, Hendrik F. T. Klare, Mu‐Hyun Baik, Martin Oestreich

Chemical Science · 2018 · 41 citations · 44 references

DOIFull text

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Concepts

Abstract

Substituent exchange reactions of silylium ions can be steered in opposite directions. The judicious choice of the hydrosilane and the counteranion enables the selective formation of either triaryl- or trialkylsilylium ions.

References

44

Carboranes:  A New Class of Weakly Coordinating Anions for Strong Electrophiles, Oxidants, and Superacids

Christopher A. Reed · Accounts of Chemical Research · 1998 · 634 citations

, , +7

Lewis Acidity of Organofluorophosphonium Salts: Hydrodefluorination by a Saturated Acceptor

Christopher B. Caputo, Lindsay J. Hounjet, Roman Dobrovetsky et al. · Science · 2013 · 354 citations

, , +7

Crystal Structure of a Silyl Cation with No Coordination to Anion and Distant Coordination to Solvent

Joseph B. Lambert, Shizhong Zhang, Charlotte L. Stern et al. · Science · 1993 · 342 citations

, , +12

Crystallographic Evidence for a Free Silylium Ion

Kee‐Chan Kim, Christopher A. Reed, Douglas W. Elliott et al. · Science · 2002 · 307 citations · Full text

, , +12

H<sup>+</sup>, CH<sub>3</sub><sup>+</sup>, and R<sub>3</sub>Si<sup>+</sup> Carborane Reagents: When Triflates Fail

Christopher A. Reed · Accounts of Chemical Research · 2009 · 300 citations

, , +7