Exploring Multistep Continuous‐Flow Hydrosilylation Reactions Catalyzed by Tris(pentafluorophenyl)borane

Exploring the combination of continuous‐flow processes with the boron Lewis acid catalyzed hydrosilylation of aldehydes and ketones has delivered a robust and generally applicable reaction protocol. Notably this approach permits ready access to high temperatures and pressures and thus allows improve...

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Bibliographic Details
Published inAdvanced synthesis & catalysis Vol. 359; no. 15; pp. 2580 - 2584
Main Authors Wilkins, Lewis C., Howard, Joseph L., Burger, Stefan, Frentzel‐Beyme, Louis, Browne, Duncan L., Melen, Rebecca L.
Format Journal Article
LanguageEnglish
Published WEINHEIM Wiley 07.08.2017
Wiley Subscription Services, Inc
Subjects
Aldehydes
Amines
Aniline
B(C6F5)3
Boron
catalysis
Chemical reactions
Chemistry
Chemistry, Applied
Chemistry, Organic
frustrated Lewis pairs
Hydrosilylation
Ketones
Lewis acid
multistep continuous-flow
Physical Sciences
Science & Technology
Substrates
ACTIVATION
HYDROGENATION
MECHANISM
B(C6F5)
catalysis
Hydrosilylation
SILYLATION
multistep continuous-flow
REACTOR
ESTERS
CHEMISTRY
HYDROSILATION
TECHNOLOGY
frustrated Lewis pairs
B(C6F5)-CATALYZED HYDROSILYLATION
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Summary:Exploring the combination of continuous‐flow processes with the boron Lewis acid catalyzed hydrosilylation of aldehydes and ketones has delivered a robust and generally applicable reaction protocol. Notably this approach permits ready access to high temperatures and pressures and thus allows improved reactivity of substrates that were previously recalcitrant under the traditional approach. Efforts to quench the output from the flow reactor with water showed surprising tolerance leading to the application of continuous‐flow systems in multistep imine formation/hydrosilylation processes to generate the corresponding secondary amines from their aldehyde and aniline precursors.
ISSN:1615-4150
1615-4169
DOI:10.1002/adsc.201700349