Synthesis of chiral mono(N-heterocyclic carbene) palladium and gold complexes with a 1,1'-biphenyl scaffold and their applications in catalysis
Axially chiral mono(NHC)–Pd(II) and mono(NHC)–Au(I) complexes with one side shaped 1,1'-biphenyl backbone have been prepared from chiral 6,6'-dimethoxybiphenyl-2,2'-diamine. The complexes were characterized by X-ray crystal structure diffraction. The Pd(II) complex showed good catalyt...
| Main Authors: | , , , , |
|---|---|
| Format: | Article |
| Language: | English |
| Published: |
Beilstein-Institut
2011-05-01
|
| Series: | Beilstein Journal of Organic Chemistry |
| Subjects: | |
| Online Access: | https://doi.org/10.3762/bjoc.7.64 |
| _version_ | 1818446961434427392 |
|---|---|
| author | Lian-jun Liu Feijun Wang Wenfeng Wang Mei-xin Zhao Min Shi |
| author_facet | Lian-jun Liu Feijun Wang Wenfeng Wang Mei-xin Zhao Min Shi |
| author_sort | Lian-jun Liu |
| collection | DOAJ |
| description | Axially chiral mono(NHC)–Pd(II) and mono(NHC)–Au(I) complexes with one side shaped 1,1'-biphenyl backbone have been prepared from chiral 6,6'-dimethoxybiphenyl-2,2'-diamine. The complexes were characterized by X-ray crystal structure diffraction. The Pd(II) complex showed good catalytic activities in the Suzuki–Miyaura and Heck–Mizoroki coupling reactions, and the (S)-Au(I) complexes also showed good catalytic activities in the asymmetric intramolecular hydroamination reaction to give the corresponding product in moderate ee. |
| first_indexed | 2024-12-14T19:56:02Z |
| format | Article |
| id | doaj.art-aba0511eca954158a9214ed4b8ca9e42 |
| institution | Directory Open Access Journal |
| issn | 1860-5397 |
| language | English |
| last_indexed | 2024-12-14T19:56:02Z |
| publishDate | 2011-05-01 |
| publisher | Beilstein-Institut |
| record_format | Article |
| series | Beilstein Journal of Organic Chemistry |
| spelling | doaj.art-aba0511eca954158a9214ed4b8ca9e422022-12-21T22:49:18ZengBeilstein-InstitutBeilstein Journal of Organic Chemistry1860-53972011-05-017155556410.3762/bjoc.7.641860-5397-7-64Synthesis of chiral mono(N-heterocyclic carbene) palladium and gold complexes with a 1,1'-biphenyl scaffold and their applications in catalysisLian-jun Liu0Feijun Wang1Wenfeng Wang2Mei-xin Zhao3Min Shi4Key Laboratory for Advanced Materials and Institute of Fine Chemicals, School of Chemistry & Molecular Engineering, East China University of Science and Technology, 130 MeiLong Road, Shanghai 200237, People’s Republic of ChinaKey Laboratory for Advanced Materials and Institute of Fine Chemicals, School of Chemistry & Molecular Engineering, East China University of Science and Technology, 130 MeiLong Road, Shanghai 200237, People’s Republic of ChinaKey Laboratory for Advanced Materials and Institute of Fine Chemicals, School of Chemistry & Molecular Engineering, East China University of Science and Technology, 130 MeiLong Road, Shanghai 200237, People’s Republic of ChinaKey Laboratory for Advanced Materials and Institute of Fine Chemicals, School of Chemistry & Molecular Engineering, East China University of Science and Technology, 130 MeiLong Road, Shanghai 200237, People’s Republic of ChinaKey Laboratory for Advanced Materials and Institute of Fine Chemicals, School of Chemistry & Molecular Engineering, East China University of Science and Technology, 130 MeiLong Road, Shanghai 200237, People’s Republic of ChinaAxially chiral mono(NHC)–Pd(II) and mono(NHC)–Au(I) complexes with one side shaped 1,1'-biphenyl backbone have been prepared from chiral 6,6'-dimethoxybiphenyl-2,2'-diamine. The complexes were characterized by X-ray crystal structure diffraction. The Pd(II) complex showed good catalytic activities in the Suzuki–Miyaura and Heck–Mizoroki coupling reactions, and the (S)-Au(I) complexes also showed good catalytic activities in the asymmetric intramolecular hydroamination reaction to give the corresponding product in moderate ee.https://doi.org/10.3762/bjoc.7.64chiral mono(N-heterocyclic carbene) complexHeck–Mizoroki reactionhydroaminationSuzuki–Miyaura reaction |
| spellingShingle | Lian-jun Liu Feijun Wang Wenfeng Wang Mei-xin Zhao Min Shi Synthesis of chiral mono(N-heterocyclic carbene) palladium and gold complexes with a 1,1'-biphenyl scaffold and their applications in catalysis Beilstein Journal of Organic Chemistry chiral mono(N-heterocyclic carbene) complex Heck–Mizoroki reaction hydroamination Suzuki–Miyaura reaction |
| title | Synthesis of chiral mono(N-heterocyclic carbene) palladium and gold complexes with a 1,1'-biphenyl scaffold and their applications in catalysis |
| title_full | Synthesis of chiral mono(N-heterocyclic carbene) palladium and gold complexes with a 1,1'-biphenyl scaffold and their applications in catalysis |
| title_fullStr | Synthesis of chiral mono(N-heterocyclic carbene) palladium and gold complexes with a 1,1'-biphenyl scaffold and their applications in catalysis |
| title_full_unstemmed | Synthesis of chiral mono(N-heterocyclic carbene) palladium and gold complexes with a 1,1'-biphenyl scaffold and their applications in catalysis |
| title_short | Synthesis of chiral mono(N-heterocyclic carbene) palladium and gold complexes with a 1,1'-biphenyl scaffold and their applications in catalysis |
| title_sort | synthesis of chiral mono n heterocyclic carbene palladium and gold complexes with a 1 1 biphenyl scaffold and their applications in catalysis |
| topic | chiral mono(N-heterocyclic carbene) complex Heck–Mizoroki reaction hydroamination Suzuki–Miyaura reaction |
| url | https://doi.org/10.3762/bjoc.7.64 |
| work_keys_str_mv | AT lianjunliu synthesisofchiralmononheterocycliccarbenepalladiumandgoldcomplexeswitha11biphenylscaffoldandtheirapplicationsincatalysis AT feijunwang synthesisofchiralmononheterocycliccarbenepalladiumandgoldcomplexeswitha11biphenylscaffoldandtheirapplicationsincatalysis AT wenfengwang synthesisofchiralmononheterocycliccarbenepalladiumandgoldcomplexeswitha11biphenylscaffoldandtheirapplicationsincatalysis AT meixinzhao synthesisofchiralmononheterocycliccarbenepalladiumandgoldcomplexeswitha11biphenylscaffoldandtheirapplicationsincatalysis AT minshi synthesisofchiralmononheterocycliccarbenepalladiumandgoldcomplexeswitha11biphenylscaffoldandtheirapplicationsincatalysis |