TY - JOUR
T1 - Iron catalysts for selective anti-Markovnikov alkene hydrosilylation using tertiary silanes
AU - Tondreau, Aaron M.
AU - Atienza, Crisita Carmen Hojilla
AU - Weller, Keith J.
AU - Nye, Susan A.
AU - Lewis, Kenrick M.
AU - Delis, Johannes G.P.
AU - Chirik, Paul J.
PY - 2012/2/3
Y1 - 2012/2/3
N2 - Alkene hydrosilylation, the addition of a silicon hydride (Si-H) across a carbon-carbon double bond, is one of the largest-scale industrial applications of homogeneous catalysis and is used in the commercial production of numerous consumer goods. For decades, precious metals, principally compounds of platinum and rhodium, have been used as catalysts for this reaction class. Despite their widespread application, limitations such as high and volatile catalyst costs and competing side reactions have persisted. Here, we report that well-characterized molecular iron coordination compounds promote the selective anti-Markovnikov addition of sterically hindered, tertiary silanes to alkenes under mild conditions. These Earth-abundant base-metal catalysts, coordinated by optimized bis(imino)pyridine ligands, show promise for industrial application.
AB - Alkene hydrosilylation, the addition of a silicon hydride (Si-H) across a carbon-carbon double bond, is one of the largest-scale industrial applications of homogeneous catalysis and is used in the commercial production of numerous consumer goods. For decades, precious metals, principally compounds of platinum and rhodium, have been used as catalysts for this reaction class. Despite their widespread application, limitations such as high and volatile catalyst costs and competing side reactions have persisted. Here, we report that well-characterized molecular iron coordination compounds promote the selective anti-Markovnikov addition of sterically hindered, tertiary silanes to alkenes under mild conditions. These Earth-abundant base-metal catalysts, coordinated by optimized bis(imino)pyridine ligands, show promise for industrial application.
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U2 - 10.1126/science.1214451
DO - 10.1126/science.1214451
M3 - Article
C2 - 22301315
AN - SCOPUS:84856630050
SN - 0036-8075
VL - 335
SP - 567
EP - 570
JO - Science
JF - Science
IS - 6068
ER -