Synthesis and structural characterization of metal complexes based on pyrazole/imidazolium chlorides

Hon Man Lee, Pei Ling Chiu, Ching-Han Hu, Chun Liang Lai, Yi Chun Chou

Research output: Contribution to journalArticle

72 Citations (Scopus)

Abstract

A series of imidzoalium salt, L • HCl, for the potentially bidentate pyrazole/N-heterocyclic carbene was synthesized. Reactions of a 2:1 mixture between L • HCl bearing bulky N-substitution and Ag 2O produced Ag(L)Cl, whereas a novel compound with unique stoichiometry AgL 2(AgCl) 0.5Cl was produced from L • HCl bearing N-methyl group under identical condition. Reactions of L • HCl with PdCl 2 produced zwitterionic Pd IICl 3L • H. Selected structural determinations on L • HCl, Ag(L)Cl, AgL 2(AgCl) 0.5Cl, and Pd IICl 3L • H revealed intriguing crystal chemistry in which the less-stable gauche rotamers were obtained exclusively. A preliminary application of the zwitterionic complexes, Pd IICl 3L • H, in Heck coupling reaction of aryl bromide with n-butyl acrylate shows effective activity.

Original languageEnglish
Pages (from-to)403-414
Number of pages12
JournalJournal of Organometallic Chemistry
Volume690
Issue number2
DOIs
Publication statusPublished - 2005 Jan 17

Fingerprint

Bearings (structural)
Coordination Complexes
Metal complexes
Bromides
Salts
chlorides
Crystal chemistry
synthesis
Stoichiometry
metals
Substitution reactions
carbenes
acrylates
bromides
stoichiometry
substitutes
chemistry
salts
crystals
imidazole

All Science Journal Classification (ASJC) codes

  • Biochemistry
  • Physical and Theoretical Chemistry
  • Organic Chemistry
  • Inorganic Chemistry
  • Materials Chemistry

Cite this

@article{a0d23c8ab8a24a0993f14b24ee075796,
title = "Synthesis and structural characterization of metal complexes based on pyrazole/imidazolium chlorides",
abstract = "A series of imidzoalium salt, L • HCl, for the potentially bidentate pyrazole/N-heterocyclic carbene was synthesized. Reactions of a 2:1 mixture between L • HCl bearing bulky N-substitution and Ag 2O produced Ag(L)Cl, whereas a novel compound with unique stoichiometry AgL 2(AgCl) 0.5Cl was produced from L • HCl bearing N-methyl group under identical condition. Reactions of L • HCl with PdCl 2 produced zwitterionic Pd IICl 3L • H. Selected structural determinations on L • HCl, Ag(L)Cl, AgL 2(AgCl) 0.5Cl, and Pd IICl 3L • H revealed intriguing crystal chemistry in which the less-stable gauche rotamers were obtained exclusively. A preliminary application of the zwitterionic complexes, Pd IICl 3L • H, in Heck coupling reaction of aryl bromide with n-butyl acrylate shows effective activity.",
author = "Lee, {Hon Man} and Chiu, {Pei Ling} and Ching-Han Hu and Lai, {Chun Liang} and Chou, {Yi Chun}",
year = "2005",
month = "1",
day = "17",
doi = "10.1016/j.jorganchem.2004.09.053",
language = "English",
volume = "690",
pages = "403--414",
journal = "Journal of Organometallic Chemistry",
issn = "0022-328X",
publisher = "Elsevier",
number = "2",

}

Synthesis and structural characterization of metal complexes based on pyrazole/imidazolium chlorides. / Lee, Hon Man; Chiu, Pei Ling; Hu, Ching-Han; Lai, Chun Liang; Chou, Yi Chun.

In: Journal of Organometallic Chemistry, Vol. 690, No. 2, 17.01.2005, p. 403-414.

Research output: Contribution to journalArticle

TY - JOUR

T1 - Synthesis and structural characterization of metal complexes based on pyrazole/imidazolium chlorides

AU - Lee, Hon Man

AU - Chiu, Pei Ling

AU - Hu, Ching-Han

AU - Lai, Chun Liang

AU - Chou, Yi Chun

PY - 2005/1/17

Y1 - 2005/1/17

N2 - A series of imidzoalium salt, L • HCl, for the potentially bidentate pyrazole/N-heterocyclic carbene was synthesized. Reactions of a 2:1 mixture between L • HCl bearing bulky N-substitution and Ag 2O produced Ag(L)Cl, whereas a novel compound with unique stoichiometry AgL 2(AgCl) 0.5Cl was produced from L • HCl bearing N-methyl group under identical condition. Reactions of L • HCl with PdCl 2 produced zwitterionic Pd IICl 3L • H. Selected structural determinations on L • HCl, Ag(L)Cl, AgL 2(AgCl) 0.5Cl, and Pd IICl 3L • H revealed intriguing crystal chemistry in which the less-stable gauche rotamers were obtained exclusively. A preliminary application of the zwitterionic complexes, Pd IICl 3L • H, in Heck coupling reaction of aryl bromide with n-butyl acrylate shows effective activity.

AB - A series of imidzoalium salt, L • HCl, for the potentially bidentate pyrazole/N-heterocyclic carbene was synthesized. Reactions of a 2:1 mixture between L • HCl bearing bulky N-substitution and Ag 2O produced Ag(L)Cl, whereas a novel compound with unique stoichiometry AgL 2(AgCl) 0.5Cl was produced from L • HCl bearing N-methyl group under identical condition. Reactions of L • HCl with PdCl 2 produced zwitterionic Pd IICl 3L • H. Selected structural determinations on L • HCl, Ag(L)Cl, AgL 2(AgCl) 0.5Cl, and Pd IICl 3L • H revealed intriguing crystal chemistry in which the less-stable gauche rotamers were obtained exclusively. A preliminary application of the zwitterionic complexes, Pd IICl 3L • H, in Heck coupling reaction of aryl bromide with n-butyl acrylate shows effective activity.

UR - http://www.scopus.com/inward/record.url?scp=11844275334&partnerID=8YFLogxK

UR - http://www.scopus.com/inward/citedby.url?scp=11844275334&partnerID=8YFLogxK

U2 - 10.1016/j.jorganchem.2004.09.053

DO - 10.1016/j.jorganchem.2004.09.053

M3 - Article

AN - SCOPUS:11844275334

VL - 690

SP - 403

EP - 414

JO - Journal of Organometallic Chemistry

JF - Journal of Organometallic Chemistry

SN - 0022-328X

IS - 2

ER -