TY - JOUR
T1 - An air-stable, Zn2+-based catalyst for hydrosilylation of alkenes and alkynes
AU - Groutchik, Kristina
AU - Jaiswal, Kuldeep
AU - Dobrovetsky, Roman
N1 - Publisher Copyright:
© The Royal Society of Chemistry 2021.
PY - 2021/7/7
Y1 - 2021/7/7
N2 - Hydrosilylation of C-C double and C-C triple bonds is one of the most widely used processes in organosilicon chemistry, mostly catalyzed by Pt-based complexes. We report here the synthesis of an air-stable dicationic Zn2+-based complex in a hemilabile tris(2-methyl-6-pyridylmethyl) phosphine (TmPPh) ligand,12+[B(C6F5)4]2. When heated,12+[B(C6F5)4]2activates Si-H bonds reversiblyvialigand/metal cooperation between Lewis acidic Zn2+and Lewis basic N centers in a frustrated Lewis pair (FLP) type fashion. Consequently,12+[B(C6F5)4]2was found to be an effective catalyst for hydrosilylation reactions of C-C double and C-C triple bonds. Remarkably, these hydrosilylation reactions can be loaded under aerobic conditions, as well as, in some cases, work under neat conditions. The mechanism of the activation of the Si-H bond and the hydrosilylation reaction is proposed based on experiments and density functional theory (DFT) calculations.
AB - Hydrosilylation of C-C double and C-C triple bonds is one of the most widely used processes in organosilicon chemistry, mostly catalyzed by Pt-based complexes. We report here the synthesis of an air-stable dicationic Zn2+-based complex in a hemilabile tris(2-methyl-6-pyridylmethyl) phosphine (TmPPh) ligand,12+[B(C6F5)4]2. When heated,12+[B(C6F5)4]2activates Si-H bonds reversiblyvialigand/metal cooperation between Lewis acidic Zn2+and Lewis basic N centers in a frustrated Lewis pair (FLP) type fashion. Consequently,12+[B(C6F5)4]2was found to be an effective catalyst for hydrosilylation reactions of C-C double and C-C triple bonds. Remarkably, these hydrosilylation reactions can be loaded under aerobic conditions, as well as, in some cases, work under neat conditions. The mechanism of the activation of the Si-H bond and the hydrosilylation reaction is proposed based on experiments and density functional theory (DFT) calculations.
UR - http://www.scopus.com/inward/record.url?scp=85108881678&partnerID=8YFLogxK
U2 - 10.1039/d1ob00782c
DO - 10.1039/d1ob00782c
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C2 - 34060566
AN - SCOPUS:85108881678
SN - 1477-0520
VL - 19
SP - 5544
EP - 5550
JO - Organic and Biomolecular Chemistry
JF - Organic and Biomolecular Chemistry
IS - 25
ER -