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The Varied Frustrated Lewis Pair Reactivity of the Germylene Phosphaketene (CH{(CMe)(2,6-i Pr2 C6 H3 N)}2 )GePCO.


ABSTRACT: The germylene species (CH{(CMe)(2,6-iPr2 C6 H3 N)}2 )GePCO 1 is shown to react with the Lewis acids (E(C6 F5 )3 E=B, Al). Nonetheless, 1 participates in FLP chemistry with electron deficient alkynes or olefins, acting as an intramolecular FLP. In contrast, in the presence of B(C6 F5 )3 and an electron rich alkyne, 1 behaves as Ge-based nucleophile to effect intermolecular FLP addition to the alkyne. This reactivity demonstrates that the reaction pathway is controlled by the nature of the electrophile and nucleophile generated in solution, as revealed by extensive DFT calculations.

SUBMITTER: Wu Y 

PROVIDER: S-EPMC9314608 | biostudies-literature | 2022 May

REPOSITORIES: biostudies-literature

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The Varied Frustrated Lewis Pair Reactivity of the Germylene Phosphaketene (CH{(CMe)(2,6-<sup>i</sup> Pr<sub>2</sub> C<sub>6</sub> H<sub>3</sub> N)}<sub>2</sub> )GePCO.

Wu Yile Y   Zhao Zhao Z   Chen Ting T   Tan Jingjie J   Qu Zheng-Wang ZW   Grimme Stefan S   Zhao Yufen Y   Stephan Douglas W DW  

Chemistry (Weinheim an der Bergstrasse, Germany) 20220324 25


The germylene species (CH{(CMe)(2,6-iPr<sub>2</sub> C<sub>6</sub> H<sub>3</sub> N)}<sub>2</sub> )GePCO 1 is shown to react with the Lewis acids (E(C<sub>6</sub> F<sub>5</sub> )<sub>3</sub> E=B, Al). Nonetheless, 1 participates in FLP chemistry with electron deficient alkynes or olefins, acting as an intramolecular FLP. In contrast, in the presence of B(C<sub>6</sub> F<sub>5</sub> )<sub>3</sub> and an electron rich alkyne, 1 behaves as Ge-based nucleophile to effect intermolecular FLP addition to  ...[more]

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