Premium
A Free Silanide from Nucleophilic Substitution at Silicon(II)
Author(s) -
Witteman Léon,
Evers Tim,
Lutz Martin,
Moret MarcEtienne
Publication year - 2018
Publication title -
chemistry – a european journal
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.687
H-Index - 242
eISSN - 1521-3765
pISSN - 0947-6539
DOI - 10.1002/chem.201801435
Subject(s) - nucleophilic substitution , silanes , chemistry , nucleophile , silicon , substitution (logic) , tris , ligand (biochemistry) , substitution reaction , tetrahedron , medicinal chemistry , crystallography , stereochemistry , organic chemistry , catalysis , biochemistry , receptor , silane , computer science , programming language
A computationally guided synthetic route to a free silanide derived from tris(3‐methylindol‐2‐yl)methane ([(tmim)Si] − ) through nucleophilic substitution on the Si II precursor (Idipp)SiCl 2 is reported (Idipp=2,3‐dihydro‐1,3‐bis(2,6‐diisopropylphenyl)‐1 H ‐imidazol‐2‐ylidene). This approach circumvents the need for strained tetrahedral silanes as synthetic intermediates. Computational investigations show that the electron‐donating properties of [(tmim)Si] − are close to those of PMe 3. Experimentally, the [(tmim)Si] − anion is shown to undergo clean complexation to the base metal salts CuCl and FeCl 2 , demonstrating the potential utility as a supporting ligand.