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Dalton Transactions
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benzene-d6. The resulting red solution was then transferred
into a J. Young NMR tube and heated to 60 °C. After 3 h,
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1
greater than 99% conversion was observed via H NMR spec-
troscopy. The reaction was then exposed to air to deactivate
the catalyst, filtered through Celite, and volatile compounds
were removed under reduced pressure. Diphenyl alkyl silanes
were isolated and characterized via 1H and 13C NMR
spectroscopy.
General procedure for gem-alkene hydrosilylation at 70 °C.
Under an inert atmosphere, the gem-alkene (approx.
0.54 mmol) and Ph2SiH2 (approx. 0.67 mmol) were added to a
vial containing 1 (approx. 0.0054 mmol) dissolved in 0.6 mL of
benzene-d6. The resulting red solution was then transferred
into a J. Young NMR tube and heated to 70 °C. After 7 d,
1
greater than 99% conversion was observed via H NMR spec-
troscopy. The reaction was then exposed to air to deactivate
the catalyst, filtered through Celite, and volatile compounds
were removed under reduced pressure. Diphenyl alkyl silanes
were isolated and characterized via 1H and 13C NMR
spectroscopy.
Conflicts of interest
The authors declare the following competing financial interest
(s): R. J. T. retains rights to 1 through US20160176908 and
WO2014201082. This catalyst has been commercialized by
Sigma-Aldrich Corporation (a subsidiary of Merck KGaA).
Acknowledgements
This material is based upon work supported by the National
Science Foundation under Grant No. 1651686. Tyler M. Porter
is acknowledged for preliminary NMR experiments that
demonstrated the reductive C–O cleavage of allyl phenyl ether.
Notes and references
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4 B. D. Karstedt, General Electric Company, U.S. Patent No.
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466 | Dalton Trans., 2019, 48, 461–467
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