N-metallacycles from [CpMX2]2 and alkynylpyridines: Synthesis, reaction pathway, and aromaticity

Jing Wei Teo; Venugopal Shanmugham Sridevi; Weng Kee Leong

doi:10.1021/om401154c

N-metallacycles from [CpMX₂]₂ and alkynylpyridines: Synthesis, reaction pathway, and aromaticity

Jing Wei Teo, Venugopal Shanmugham Sridevi, Weng Kee Leong^*

^*Corresponding author for this work

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

11 Citations (Scopus)

Abstract

The reaction of [CpMX₂]₂ (M = Rh or Ir, X = Cl, Br, or I) with alkynylpyridines afforded halogen-substituted N-metallacyclic complexes. The reaction pathway has been examined through deuterium labeling and other experiments and computational studies and is proposed to proceed via halide dissociation followed by attack at the alkyne. These N-metallacycles exhibit aromaticity and undergo Sonogashira coupling reactions.

Original language	English
Pages (from-to)	1174-1180
Number of pages	7
Journal	Organometallics
Volume	33
Issue number	5
DOIs	https://doi.org/10.1021/om401154c
Publication status	Published - Mar 10 2014
Externally published	Yes

ASJC Scopus Subject Areas

Physical and Theoretical Chemistry
Organic Chemistry
Inorganic Chemistry

Access to Document

10.1021/om401154c

Cite this

@article{c1593111d2ad4133bf63a1075095b964,

title = "N-metallacycles from [CpMX2]2 and alkynylpyridines: Synthesis, reaction pathway, and aromaticity",

abstract = "The reaction of [CpMX2]2 (M = Rh or Ir, X = Cl, Br, or I) with alkynylpyridines afforded halogen-substituted N-metallacyclic complexes. The reaction pathway has been examined through deuterium labeling and other experiments and computational studies and is proposed to proceed via halide dissociation followed by attack at the alkyne. These N-metallacycles exhibit aromaticity and undergo Sonogashira coupling reactions.",

author = "Teo, {Jing Wei} and Sridevi, {Venugopal Shanmugham} and Leong, {Weng Kee}",

year = "2014",

month = mar,

day = "10",

doi = "10.1021/om401154c",

language = "English",

volume = "33",

pages = "1174--1180",

journal = "Organometallics",

issn = "0276-7333",

publisher = "American Chemical Society",

number = "5",

}

TY - JOUR

T1 - N-metallacycles from [CpMX2]2 and alkynylpyridines

T2 - Synthesis, reaction pathway, and aromaticity

AU - Teo, Jing Wei

AU - Sridevi, Venugopal Shanmugham

AU - Leong, Weng Kee

PY - 2014/3/10

Y1 - 2014/3/10

N2 - The reaction of [CpMX2]2 (M = Rh or Ir, X = Cl, Br, or I) with alkynylpyridines afforded halogen-substituted N-metallacyclic complexes. The reaction pathway has been examined through deuterium labeling and other experiments and computational studies and is proposed to proceed via halide dissociation followed by attack at the alkyne. These N-metallacycles exhibit aromaticity and undergo Sonogashira coupling reactions.

AB - The reaction of [CpMX2]2 (M = Rh or Ir, X = Cl, Br, or I) with alkynylpyridines afforded halogen-substituted N-metallacyclic complexes. The reaction pathway has been examined through deuterium labeling and other experiments and computational studies and is proposed to proceed via halide dissociation followed by attack at the alkyne. These N-metallacycles exhibit aromaticity and undergo Sonogashira coupling reactions.

UR - http://www.scopus.com/inward/record.url?scp=84896797361&partnerID=8YFLogxK

UR - http://www.scopus.com/inward/citedby.url?scp=84896797361&partnerID=8YFLogxK

U2 - 10.1021/om401154c

DO - 10.1021/om401154c

M3 - Article

AN - SCOPUS:84896797361

SN - 0276-7333

VL - 33

SP - 1174

EP - 1180

JO - Organometallics

JF - Organometallics

IS - 5

ER -

N-metallacycles from [CpMX₂]₂ and alkynylpyridines: Synthesis, reaction pathway, and aromaticity

Abstract

ASJC Scopus Subject Areas

Access to Document

Other files and links

Fingerprint

Cite this