Bis(3,5-dimethylpyrazol-1-yl)alkanones and their reactivity with [PdCl2(NCMe)2]: Isolation of bis(3,5-dimethylpyrazol-1-yl)propan-1-one palladium(II) chloride and C-H activation of propanone linker

Nangamso Miti; Ilia A. Guzei; Simphiwe M. Nelana; James Darkwa

doi:10.1016/j.inoche.2009.10.036

Bis(3,5-dimethylpyrazol-1-yl)alkanones and their reactivity with [PdCl₂(NCMe)₂]: Isolation of bis(3,5-dimethylpyrazol-1-yl)propan-1-one palladium(II) chloride and C-H activation of propanone linker

Nangamso Miti, Ilia A. Guzei, Simphiwe M. Nelana, James Darkwa

Chemical Sciences

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

5 Citations (Scopus)

Abstract

Four new bis(3,5-dimethylpyrazol-1-yl)alkanones were prepared by the reaction of the respective alkanoyl chloride with 3,5-dimethylpyrazole: L1 from chloropropionyl chloride, L2 from 4-chlorobutyryl chloride, L3 from oxalyl chloride and L4 from adipoyl dichloride; all in moderate yields. Of the four compounds only L1 successfully reacts with [PdCl₂(NCMe)₂] to yield [PdCl₂(L1)] in 41% yield, which on heating in toluene leads to C-H activation to produce [PdCl(L1′)], where L1′ is deprotonated L1, in very low yield.

Original language	English
Pages (from-to)	123-126
Number of pages	4
Journal	Inorganic Chemistry Communication
Volume	13
Issue number	1
DOIs	https://doi.org/10.1016/j.inoche.2009.10.036
Publication status	Published - Jan 2010

Keywords

Bis(3,5-dimethylpyrazolyl)alkanone
C-H activation
Crystal structures
Palladium(II) chloride complexes

ASJC Scopus subject areas

Physical and Theoretical Chemistry
Inorganic Chemistry
Materials Chemistry

Access to Document

10.1016/j.inoche.2009.10.036

Cite this

@article{613424bbba644d198762e28c951d0117,

title = "Bis(3,5-dimethylpyrazol-1-yl)alkanones and their reactivity with [PdCl2(NCMe)2]: Isolation of bis(3,5-dimethylpyrazol-1-yl)propan-1-one palladium(II) chloride and C-H activation of propanone linker",

abstract = "Four new bis(3,5-dimethylpyrazol-1-yl)alkanones were prepared by the reaction of the respective alkanoyl chloride with 3,5-dimethylpyrazole: L1 from chloropropionyl chloride, L2 from 4-chlorobutyryl chloride, L3 from oxalyl chloride and L4 from adipoyl dichloride; all in moderate yields. Of the four compounds only L1 successfully reacts with [PdCl2(NCMe)2] to yield [PdCl2(L1)] in 41% yield, which on heating in toluene leads to C-H activation to produce [PdCl(L1′)], where L1′ is deprotonated L1, in very low yield.",

keywords = "Bis(3,5-dimethylpyrazolyl)alkanone, C-H activation, Crystal structures, Palladium(II) chloride complexes",

author = "Nangamso Miti and Guzei, {Ilia A.} and Nelana, {Simphiwe M.} and James Darkwa",

year = "2010",

month = jan,

doi = "10.1016/j.inoche.2009.10.036",

language = "English",

volume = "13",

pages = "123--126",

journal = "Inorganic Chemistry Communication",

issn = "1387-7003",

publisher = "Elsevier BV",

number = "1",

}

Bis(3,5-dimethylpyrazol-1-yl)alkanones and their reactivity with [PdCl₂(NCMe)₂]: Isolation of bis(3,5-dimethylpyrazol-1-yl)propan-1-one palladium(II) chloride and C-H activation of propanone linker. / Miti, Nangamso; Guzei, Ilia A.; Nelana, Simphiwe M. et al.
In: Inorganic Chemistry Communication, Vol. 13, No. 1, 01.2010, p. 123-126.

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

TY - JOUR

T1 - Bis(3,5-dimethylpyrazol-1-yl)alkanones and their reactivity with [PdCl2(NCMe)2]

T2 - Isolation of bis(3,5-dimethylpyrazol-1-yl)propan-1-one palladium(II) chloride and C-H activation of propanone linker

AU - Miti, Nangamso

AU - Guzei, Ilia A.

AU - Nelana, Simphiwe M.

AU - Darkwa, James

PY - 2010/1

Y1 - 2010/1

N2 - Four new bis(3,5-dimethylpyrazol-1-yl)alkanones were prepared by the reaction of the respective alkanoyl chloride with 3,5-dimethylpyrazole: L1 from chloropropionyl chloride, L2 from 4-chlorobutyryl chloride, L3 from oxalyl chloride and L4 from adipoyl dichloride; all in moderate yields. Of the four compounds only L1 successfully reacts with [PdCl2(NCMe)2] to yield [PdCl2(L1)] in 41% yield, which on heating in toluene leads to C-H activation to produce [PdCl(L1′)], where L1′ is deprotonated L1, in very low yield.

AB - Four new bis(3,5-dimethylpyrazol-1-yl)alkanones were prepared by the reaction of the respective alkanoyl chloride with 3,5-dimethylpyrazole: L1 from chloropropionyl chloride, L2 from 4-chlorobutyryl chloride, L3 from oxalyl chloride and L4 from adipoyl dichloride; all in moderate yields. Of the four compounds only L1 successfully reacts with [PdCl2(NCMe)2] to yield [PdCl2(L1)] in 41% yield, which on heating in toluene leads to C-H activation to produce [PdCl(L1′)], where L1′ is deprotonated L1, in very low yield.

KW - Bis(3,5-dimethylpyrazolyl)alkanone

KW - C-H activation

KW - Crystal structures

KW - Palladium(II) chloride complexes

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