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A Stable N-Heterocyclic Silylene with a 1,1'-Ferrocenediyl Backbone.


ABSTRACT: The N-heterocyclic silylene [{Fe(?5 -C5 H4 -NDipp)2 }Si] (1DippSi, Dipp=2,6-diisopropylphenyl) shows an excellent combination of pronounced thermal stability and high reactivity towards small molecules. It reacts readily with CO2 and N2 O, respectively affording (1DippSiO2 )2 C and (1DippSiO)2 as follow-up products of the silanone 1DippSiO. Its reactions with H2 O, NH3 , and FcPH2 (Fc=ferrocenyl) furnish the respective oxidative addition products 1DippSi(H)X (X=OH, NH2 , PHFc). Its reaction with H3 BNH3 unexpectedly results in B-H, instead of N-H, bond activation, affording 1DippSi(H)(BH2 NH3 ). DFT results suggest that dramatically different mechanisms are operative for these H-X insertions.

SUBMITTER: Weyer N 

PROVIDER: S-EPMC7898919 | biostudies-literature | 2021 Feb

REPOSITORIES: biostudies-literature

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A Stable N-Heterocyclic Silylene with a 1,1'-Ferrocenediyl Backbone.

Weyer Nadine N   Heinz Myron M   Schweizer Julia I JI   Bruhn Clemens C   Holthausen Max C MC   Siemeling Ulrich U  

Angewandte Chemie (International ed. in English) 20201201 5


The N-heterocyclic silylene [{Fe(η<sup>5</sup> -C<sub>5</sub> H<sub>4</sub> -NDipp)<sub>2</sub> }Si] (1DippSi, Dipp=2,6-diisopropylphenyl) shows an excellent combination of pronounced thermal stability and high reactivity towards small molecules. It reacts readily with CO<sub>2</sub> and N<sub>2</sub> O, respectively affording (1DippSiO<sub>2</sub> )<sub>2</sub> C and (1DippSiO)<sub>2</sub> as follow-up products of the silanone 1DippSiO. Its reactions with H<sub>2</sub> O, NH<sub>3</sub> , and F  ...[more]

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