Conversion of aldimines to secondary amines using iron-catalysed hydrosilylation

Anu Saini; Cecilia R. Smith; Francis S. Wekesa; Amanda K. Helms; Michael Findlater

doi:10.1039/c8ob01262h

Conversion of aldimines to secondary amines using iron-catalysed hydrosilylation

Anu Saini, Cecilia R. Smith, Francis S. Wekesa, Amanda K. Helms, Michael Findlater

Chemistry and Biochemistry

Research output: Contribution to journal › Article › peer-review

23 Scopus citations

Abstract

Iron-catalyzed hydrosilylation of imines to amines using a well-defined iron complex is reported. This method employs relatively mild conditions, by reaction of imine, (EtO) ₃ SiH in a 1 : 2 ratio in the presence of 1 mol% precatalyst ([BIAN]Fe(η ⁶ -toluene), 3, BIAN = bis(2,6-diisopropylaniline)acenaphthene) at 70 °C. A broad scope of imines was readily converted into the corresponding secondary amines without the need for precatalyst activators.

Original language	English
Pages (from-to)	9368-9372
Number of pages	5
Journal	Organic and Biomolecular Chemistry
Volume	16
Issue number	48
DOIs	https://doi.org/10.1039/c8ob01262h
State	Published - 2018

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title = "Conversion of aldimines to secondary amines using iron-catalysed hydrosilylation",

abstract = " Iron-catalyzed hydrosilylation of imines to amines using a well-defined iron complex is reported. This method employs relatively mild conditions, by reaction of imine, (EtO) 3 SiH in a 1 : 2 ratio in the presence of 1 mol% precatalyst ([BIAN]Fe(η 6 -toluene), 3, BIAN = bis(2,6-diisopropylaniline)acenaphthene) at 70 °C. A broad scope of imines was readily converted into the corresponding secondary amines without the need for precatalyst activators.",

author = "Anu Saini and Smith, {Cecilia R.} and Wekesa, {Francis S.} and Helms, {Amanda K.} and Michael Findlater",

note = "Funding Information: The authors thank the National Science Foundation (Grant CHE-1554906) for financial support. Publisher Copyright: {\textcopyright} 2018 The Royal Society of Chemistry.",

year = "2018",

doi = "10.1039/c8ob01262h",

language = "English",

volume = "16",

pages = "9368--9372",

journal = "Organic and Biomolecular Chemistry",

issn = "1477-0520",

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T1 - Conversion of aldimines to secondary amines using iron-catalysed hydrosilylation

AU - Saini, Anu

AU - Smith, Cecilia R.

AU - Wekesa, Francis S.

AU - Helms, Amanda K.

AU - Findlater, Michael

PY - 2018

Y1 - 2018

N2 - Iron-catalyzed hydrosilylation of imines to amines using a well-defined iron complex is reported. This method employs relatively mild conditions, by reaction of imine, (EtO) 3 SiH in a 1 : 2 ratio in the presence of 1 mol% precatalyst ([BIAN]Fe(η 6 -toluene), 3, BIAN = bis(2,6-diisopropylaniline)acenaphthene) at 70 °C. A broad scope of imines was readily converted into the corresponding secondary amines without the need for precatalyst activators.

AB - Iron-catalyzed hydrosilylation of imines to amines using a well-defined iron complex is reported. This method employs relatively mild conditions, by reaction of imine, (EtO) 3 SiH in a 1 : 2 ratio in the presence of 1 mol% precatalyst ([BIAN]Fe(η 6 -toluene), 3, BIAN = bis(2,6-diisopropylaniline)acenaphthene) at 70 °C. A broad scope of imines was readily converted into the corresponding secondary amines without the need for precatalyst activators.

UR - http://www.scopus.com/inward/record.url?scp=85058490576&partnerID=8YFLogxK

U2 - 10.1039/c8ob01262h

DO - 10.1039/c8ob01262h

M3 - Article

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AN - SCOPUS:85058490576

SN - 1477-0520

VL - 16

SP - 9368

EP - 9372

JO - Organic and Biomolecular Chemistry

JF - Organic and Biomolecular Chemistry

IS - 48

ER -

Conversion of aldimines to secondary amines using iron-catalysed hydrosilylation

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