Synthesis, reactivity, and some photochemistry of ortho-N, Ndimethylaminomethyl substituted aryl and ferrocenyl pentamethylcyclopentadienyl dicarbonyl iron complexes

Guillaume Grelaud; Thierry Roisnel; Vincent Dorcet; Mark G. Humphrey; Frédéric Paul; Gilles Argouarch

doi:10.1016/j.jorganchem.2013.05.031

Synthesis, reactivity, and some photochemistry of ortho-N, Ndimethylaminomethyl substituted aryl and ferrocenyl pentamethylcyclopentadienyl dicarbonyl iron complexes

Guillaume Grelaud, Thierry Roisnel, Vincent Dorcet, Mark G. Humphrey, Frédéric Paul, Gilles Argouarch^*

^*Corresponding author for this work

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

3 Citations (Scopus)

Abstract

Ortho-lithiated N,N-dimethylaminomethyl ferrocene and benzyldimethylamine react with Cp*Fe(CO)₂I to give the new complexes ((Cp*Fe(CO)₂)-2-(CH₂NMe₂)C5H ₃)Fe(Cp) and Cp*Fe(CO)2-C₆H₄(o- CH2NMe₂). Access to a wide variety of alkoxy-substituted complexes ((Cp*Fe(CO)₂)-2-(CH2OR)C₅H₃)Fe(Cp) can be easily achieved by tandem quaternization/alcoholysis of ((Cp*Fe(CO) ₂)-2-(CH₂NMe₂)C₅H ₃)Fe(Cp). Preliminary results show that chelated complexes can be obtained by displacement of one of the carbonyl ligands by photolysis. Crystal structures of ((Cp*Fe(CO)₂)-2-(CH₂NMe ₂)C₅H₃)Fe(Cp), ((Cp*Fe(CO) ₂)-2-(CH₂OR)C₅H₃)Fe(Cp) (R = Ph, Bz, CHPh2 and d-menthyl) and [Cp*Fe(CO)2-C₆H₄(o-CH ₂NMe₂)][I] are reported.

Original language	English
Pages (from-to)	47-58
Number of pages	12
Journal	Journal of Organometallic Chemistry
Volume	741-742
Issue number	1
DOIs	https://doi.org/10.1016/j.jorganchem.2013.05.031
Publication status	Published - 2013

Access to Document

10.1016/j.jorganchem.2013.05.031

Cite this

@article{c0f42d2c8851497786091c5d62a427a4,

title = "Synthesis, reactivity, and some photochemistry of ortho-N, Ndimethylaminomethyl substituted aryl and ferrocenyl pentamethylcyclopentadienyl dicarbonyl iron complexes",

abstract = "Ortho-lithiated N,N-dimethylaminomethyl ferrocene and benzyldimethylamine react with Cp*Fe(CO)2I to give the new complexes ((Cp*Fe(CO)2)-2-(CH2NMe2)C5H 3)Fe(Cp) and Cp*Fe(CO)2-C6H4(o- CH2NMe2). Access to a wide variety of alkoxy-substituted complexes ((Cp*Fe(CO)2)-2-(CH2OR)C5H3)Fe(Cp) can be easily achieved by tandem quaternization/alcoholysis of ((Cp*Fe(CO) 2)-2-(CH2NMe2)C5H 3)Fe(Cp). Preliminary results show that chelated complexes can be obtained by displacement of one of the carbonyl ligands by photolysis. Crystal structures of ((Cp*Fe(CO)2)-2-(CH2NMe 2)C5H3)Fe(Cp), ((Cp*Fe(CO) 2)-2-(CH2OR)C5H3)Fe(Cp) (R = Ph, Bz, CHPh2 and d-menthyl) and [Cp*Fe(CO)2-C6H4(o-CH 2NMe2)][I] are reported.",

keywords = "Alcoholysis, Ferrocenes, Iron complexes, Piano-stool structures",

author = "Guillaume Grelaud and Thierry Roisnel and Vincent Dorcet and Humphrey, {Mark G.} and Fr{\'e}d{\'e}ric Paul and Gilles Argouarch",

year = "2013",

doi = "10.1016/j.jorganchem.2013.05.031",

language = "English",

volume = "741-742",

pages = "47--58",

journal = "Journal of Organometallic Chemistry",

issn = "0022-328X",

publisher = "Elsevier B.V.",

number = "1",

}

Synthesis, reactivity, and some photochemistry of ortho-N, Ndimethylaminomethyl substituted aryl and ferrocenyl pentamethylcyclopentadienyl dicarbonyl iron complexes. / Grelaud, Guillaume; Roisnel, Thierry; Dorcet, Vincent et al.
In: Journal of Organometallic Chemistry, Vol. 741-742, No. 1, 2013, p. 47-58.

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

TY - JOUR

T1 - Synthesis, reactivity, and some photochemistry of ortho-N, Ndimethylaminomethyl substituted aryl and ferrocenyl pentamethylcyclopentadienyl dicarbonyl iron complexes

AU - Grelaud, Guillaume

AU - Roisnel, Thierry

AU - Dorcet, Vincent

AU - Humphrey, Mark G.

AU - Paul, Frédéric

AU - Argouarch, Gilles

PY - 2013

Y1 - 2013

N2 - Ortho-lithiated N,N-dimethylaminomethyl ferrocene and benzyldimethylamine react with Cp*Fe(CO)2I to give the new complexes ((Cp*Fe(CO)2)-2-(CH2NMe2)C5H 3)Fe(Cp) and Cp*Fe(CO)2-C6H4(o- CH2NMe2). Access to a wide variety of alkoxy-substituted complexes ((Cp*Fe(CO)2)-2-(CH2OR)C5H3)Fe(Cp) can be easily achieved by tandem quaternization/alcoholysis of ((Cp*Fe(CO) 2)-2-(CH2NMe2)C5H 3)Fe(Cp). Preliminary results show that chelated complexes can be obtained by displacement of one of the carbonyl ligands by photolysis. Crystal structures of ((Cp*Fe(CO)2)-2-(CH2NMe 2)C5H3)Fe(Cp), ((Cp*Fe(CO) 2)-2-(CH2OR)C5H3)Fe(Cp) (R = Ph, Bz, CHPh2 and d-menthyl) and [Cp*Fe(CO)2-C6H4(o-CH 2NMe2)][I] are reported.

AB - Ortho-lithiated N,N-dimethylaminomethyl ferrocene and benzyldimethylamine react with Cp*Fe(CO)2I to give the new complexes ((Cp*Fe(CO)2)-2-(CH2NMe2)C5H 3)Fe(Cp) and Cp*Fe(CO)2-C6H4(o- CH2NMe2). Access to a wide variety of alkoxy-substituted complexes ((Cp*Fe(CO)2)-2-(CH2OR)C5H3)Fe(Cp) can be easily achieved by tandem quaternization/alcoholysis of ((Cp*Fe(CO) 2)-2-(CH2NMe2)C5H 3)Fe(Cp). Preliminary results show that chelated complexes can be obtained by displacement of one of the carbonyl ligands by photolysis. Crystal structures of ((Cp*Fe(CO)2)-2-(CH2NMe 2)C5H3)Fe(Cp), ((Cp*Fe(CO) 2)-2-(CH2OR)C5H3)Fe(Cp) (R = Ph, Bz, CHPh2 and d-menthyl) and [Cp*Fe(CO)2-C6H4(o-CH 2NMe2)][I] are reported.

KW - Alcoholysis

KW - Ferrocenes

KW - Iron complexes

KW - Piano-stool structures

UR - http://www.scopus.com/inward/record.url?scp=84879047942&partnerID=8YFLogxK

U2 - 10.1016/j.jorganchem.2013.05.031

DO - 10.1016/j.jorganchem.2013.05.031

M3 - Article

SN - 0022-328X

VL - 741-742

SP - 47

EP - 58

JO - Journal of Organometallic Chemistry

JF - Journal of Organometallic Chemistry

IS - 1

ER -

Synthesis, reactivity, and some photochemistry of ortho-N, Ndimethylaminomethyl substituted aryl and ferrocenyl pentamethylcyclopentadienyl dicarbonyl iron complexes

Abstract

Access to Document

Other files and links

Fingerprint

Cite this