Synthesis and structural characterization of metal complexes based on pyrazole/imidazolium chlorides
A series of imidzoalium salt, L · HCl, for the potentially bidentate pyrazole/ N-heterocyclic carbene was synthesized. Structural determinations reveal that compounds based on pyrazole/imidazolium chloride L · HCl adopt gauche conformation exclusively in the solid state. Palladium complexes of L · H...
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Published in | Journal of organometallic chemistry Vol. 690; no. 2; pp. 403 - 414 |
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Main Authors | , , , , |
Format | Journal Article |
Language | English |
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Elsevier B.V
01.01.2005
Elsevier |
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Abstract | A series of imidzoalium salt, L
·
HCl, for the potentially bidentate pyrazole/
N-heterocyclic carbene was synthesized. Structural determinations reveal that compounds based on pyrazole/imidazolium chloride L
·
HCl adopt
gauche conformation exclusively in the solid state. Palladium complexes of L
·
HCl are active Heck catalysts.
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. |
---|---|
AbstractList | 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 Ag2O produced Ag(L)Cl, whereas a novel compound with unique stoichiometry AgL2(AgCl)(0.5)Cl was produced from L . HCl bearing N-methyl group under identical condition. Reactions of L . HCl with NO, produced zwitterionic (PdCl3L)-Cl-11 . H. Selected structural determinations on L . HCl, Ag(L)Cl, AgL2(AgCl)(0.5)Cl, and (PdCl3L)-Cl-11 . H revealed intriguing crystal chemistry in which the less-stable gauche rotamers were obtained exclusively. A preliminary application of the zwitterionic complexes, (PdCl3L)-Cl-11 . H, in Heck Coupling reaction of aryl bromide with n-butyl acrylate shows effective activity. (C) 2004 Elsevier B.V. All rights reserved. A series of imidzoalium salt, L · HCl, for the potentially bidentate pyrazole/ N-heterocyclic carbene was synthesized. Structural determinations reveal that compounds based on pyrazole/imidazolium chloride L · HCl adopt gauche conformation exclusively in the solid state. Palladium complexes of L · HCl are active Heck catalysts. 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 | Chiu, Pei Ling Hu, Ching-Han Lee, Hon Man Lai, Chun-Liang Chou, Yi-Chun |
Author_xml | – sequence: 1 givenname: Hon Man surname: Lee fullname: Lee, Hon Man email: leehm@cc.ncue.edu.tw – sequence: 2 givenname: Pei Ling surname: Chiu fullname: Chiu, Pei Ling – sequence: 3 givenname: Ching-Han surname: Hu fullname: Hu, Ching-Han – sequence: 4 givenname: Chun-Liang surname: Lai fullname: Lai, Chun-Liang – sequence: 5 givenname: Yi-Chun surname: Chou fullname: Chou, Yi-Chun |
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Keywords | X-ray determination Heck reaction Palladium complex Gauche preference Imidazolium chlorides Pyrazole PALLADIUM COMPLEXES GAUCHE SILVER pyrazole palladium complex DENSITY LIGANDS imidazolium chlorides HETEROCYCLIC CARBENE COMPLEXES C COUPLING REACTIONS CATALYSTS |
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Snippet | A series of imidzoalium salt, L
·
HCl, for the potentially bidentate pyrazole/
N-heterocyclic carbene was synthesized. Structural determinations reveal that... 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 .... |
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SubjectTerms | Chemistry Chemistry, Inorganic & Nuclear Chemistry, Organic Gauche preference Heck reaction Imidazolium chlorides Palladium complex Physical Sciences Pyrazole Science & Technology X-ray determination |
Title | Synthesis and structural characterization of metal complexes based on pyrazole/imidazolium chlorides |
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