- Asymmetric Catalytic Approach to Multilayer 3D Chirality
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The first asymmetric catalytic approach to multilayer 3D chirality has been achieved by using Suzuki-Miyaura cross-couplings. New chiral catalysts were designed and screened under various catalytic systems that proved chiral amide-phosphines to be more efficient ligands than other candidates. The multilayer 3D framework was unambiguously determined by X-ray structural analysis showing a parallel pattern of three layers consisting of top, middle and bottom aromatic rings. The X-ray structure of a catalyst complex, dichloride complex of Pd-phosphine amide, was obtained revealing an interesting asymmetric environment nearby the Pd metal center. Three rings of multilayer 3D products can be readily changed by varying aromatic ring-anchored starting materials. The resulting multilayer products displayed strong luminescence under UV irradiation and strong aggregation-induced emission (AIE). In the future, this work would benefit not only the field of asymmetric synthesis but also materials science, in particular polarized organic electronics, optoelectronics and photovoltaics.
- Wu, Guanzhao,Liu, Yangxue,Rouh, Hossein,Ma, Liulei,Tang, Yao,Zhang, Sai,Zhou, Peng,Wang, Jia-Ying,Jin, Shengzhou,Unruh, Daniel,Surowiec, Kazimierz,Ma, Yanzhang,Li, Guigen
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p. 8013 - 8020
(2021/05/10)
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- Phosphine ligand containing benzofuran structure and preparation method and application thereof
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The invention discloses phosphine ligand containing a benzofuran structure and a preparation method and application thereof. The phosphine ligand is a compound with a chemical structural formula shown in a formula (I) or an enantiomer or racemate of the compound. According to the phosphine ligand disclosed by the invention, a furan nucleus is introduced, so that electron cloud density of the aromatic nucleus of the phosphine ligand is improved, and steric hindrance is changed; thus, the phosphine ligand has the characteristics of good reaction activity and high yield of 99% when being applied to palladium-catalysis Suzuki-Miyaura model reaction. The phosphine ligand containing the benzofuran structure disclosed by the invention has a simple synthesizing method, is low in cost and is suitable for palladium-catalysis Suzuki-Miyaura reaction of varieties of substances.
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- Enantioselective synthesis of atropisomeric vinyl arene compounds by palladium catalysis: A carbene strategy
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An efficient palladium-catalyzed asymmetric synthesis of axially chiral vinyl arenes from aryl bromides and hydrazones is reported. The products were easily oxidized to axially chiral biaryl compounds, and the phosphine oxides were readily reduced to phosphine ligands.
- Feng, Jia,Li, Bin,He, Yun,Gu, Zhenhua
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supporting information
p. 2186 - 2190
(2016/02/18)
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- Palladium-catalyzed R2(O)P directed C(sp2)-H acetoxylation
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A novel and efficient Pd-catalyzed C-H acetoxylation is described. The approach uses R2(O)P as a directing group to synthesize various substituted 2′-phosphorylbiphenyl-2-OAc compounds. Notably, the reaction exhibits smooth operation under mild conditions and shows good functional group tolerance. Products are obtained with high selectivity and yields. This journal is the Partner Organisations 2014.
- Zhang, Heng,Hu, Rong-Bin,Zhang, Xiao-Yu,Li, Shi-Xia,Yang, Shang-Dong
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supporting information
p. 4686 - 4689
(2014/05/06)
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- Pd(II)-catalyzed C(sp2)-H hydroxylation with R 2(O)P-coordinating group
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A novel R2(O)P-directed Pd(II)-catalyzed C-H hydroxylation to synthesize various substituted 2′-phosphorylbiphenyl-2-ol compounds is described. Notably, the reaction operates under mild conditions and shows good functional group tolerance, high selectivity, and yield.
- Zhang, Hong-Yu,Yi, Hong-Ming,Wang, Gang-Wei,Yang, Bin,Yang, Shang-Dong
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supporting information
p. 6186 - 6189
(2014/01/17)
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