Intramolecular aromatic amination through iron-mediated nitrene transfer

Michael P. Jensen; Mark P. Mehn; Lawrence Que

doi:10.1002/anie.200351605

Intramolecular aromatic amination through iron-mediated nitrene transfer

Michael P. Jensen, Mark P. Mehn, Lawrence Que

Chemistry (Twin Cities)

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

94 Scopus citations

Abstract

An iron(III) anilide complex can be formed through the reaction of phenyl-N-tosylimidoiodinane with the non-heme iron complex [(6-PhTPA) Fe ^II(NCCH₃)₂](ClO₄) Fe" 2 (TPA = tris (2-pyridyl methyl) amine), in which an efficient transfer of the nitrene moiety to the ortho position of the αphenyl substituent is achieved (a hypothetical structure of the complex is illustrated, in which the tolyl ring, except for the ipso carbon atom, is excluded for clarity; Fe pink, S yellow, O red, N blue).

Original language	English (US)
Pages (from-to)	4357-4360
Number of pages	4
Journal	Angewandte Chemie - International Edition
Volume	42
Issue number	36
DOIs	https://doi.org/10.1002/anie.200351605
State	Published - Sep 22 2003

Keywords

Amination
Hydroxylation
Iron
Raman spectroscopy
Ylides

Publisher link

10.1002/anie.200351605

Find It

Find It at U of M Libraries

Cite this

@article{f64ade01c5f54e8eb885bf87e30ebe58,

title = "Intramolecular aromatic amination through iron-mediated nitrene transfer",

abstract = "An iron(III) anilide complex can be formed through the reaction of phenyl-N-tosylimidoiodinane with the non-heme iron complex [(6-PhTPA) Fe II(NCCH3)2](ClO4) Fe{"} 2 (TPA = tris (2-pyridyl methyl) amine), in which an efficient transfer of the nitrene moiety to the ortho position of the αphenyl substituent is achieved (a hypothetical structure of the complex is illustrated, in which the tolyl ring, except for the ipso carbon atom, is excluded for clarity; Fe pink, S yellow, O red, N blue).",

keywords = "Amination, Hydroxylation, Iron, Raman spectroscopy, Ylides",

author = "Jensen, {Michael P.} and Mehn, {Mark P.} and Lawrence Que",

year = "2003",

month = sep,

day = "22",

doi = "10.1002/anie.200351605",

language = "English (US)",

volume = "42",

pages = "4357--4360",

journal = "Angewandte Chemie - International Edition",

issn = "1433-7851",

publisher = "John Wiley and Sons Ltd",

number = "36",

}

TY - JOUR

T1 - Intramolecular aromatic amination through iron-mediated nitrene transfer

AU - Jensen, Michael P.

AU - Mehn, Mark P.

AU - Que, Lawrence

PY - 2003/9/22

Y1 - 2003/9/22

N2 - An iron(III) anilide complex can be formed through the reaction of phenyl-N-tosylimidoiodinane with the non-heme iron complex [(6-PhTPA) Fe II(NCCH3)2](ClO4) Fe" 2 (TPA = tris (2-pyridyl methyl) amine), in which an efficient transfer of the nitrene moiety to the ortho position of the αphenyl substituent is achieved (a hypothetical structure of the complex is illustrated, in which the tolyl ring, except for the ipso carbon atom, is excluded for clarity; Fe pink, S yellow, O red, N blue).

AB - An iron(III) anilide complex can be formed through the reaction of phenyl-N-tosylimidoiodinane with the non-heme iron complex [(6-PhTPA) Fe II(NCCH3)2](ClO4) Fe" 2 (TPA = tris (2-pyridyl methyl) amine), in which an efficient transfer of the nitrene moiety to the ortho position of the αphenyl substituent is achieved (a hypothetical structure of the complex is illustrated, in which the tolyl ring, except for the ipso carbon atom, is excluded for clarity; Fe pink, S yellow, O red, N blue).

KW - Amination

KW - Hydroxylation

KW - Iron

KW - Raman spectroscopy

KW - Ylides

UR - http://www.scopus.com/inward/record.url?scp=0141645556&partnerID=8YFLogxK

UR - http://www.scopus.com/inward/citedby.url?scp=0141645556&partnerID=8YFLogxK

U2 - 10.1002/anie.200351605

DO - 10.1002/anie.200351605

M3 - Article

C2 - 14502710

AN - SCOPUS:0141645556

SN - 1433-7851

VL - 42

SP - 4357

EP - 4360

JO - Angewandte Chemie - International Edition

JF - Angewandte Chemie - International Edition

IS - 36

ER -

Intramolecular aromatic amination through iron-mediated nitrene transfer

Abstract

Keywords

Publisher link

Find It

Other files and links

Fingerprint

Cite this