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Chirally functionalized mesoporous organosilicas with built-in BINAP ligand for asymmetric catalysis
Wang, Peiyuan1,2; Liu, Xiao1,2; Yang, Jie1; Yang, Yan1,2; Zhang, Lei1; Yang, Qihua1; Li, Can1
Source PublicationJOURNAL OF MATERIALS CHEMISTRY
2009
DOI10.1039/b913808k
Volume19Issue:42Pages:8009-8014
Indexed BySCI
SubtypeArticle
WOS HeadingsScience & Technology ; Physical Sciences ; Technology
WOS SubjectChemistry, Physical ; Materials Science, Multidisciplinary
WOS Research AreaChemistry ; Materials Science
WOS KeywordAROMATIC KETONES ; HYBRID MATERIALS ; ORGANIC GROUPS ; HYDROGENATION ; SILICA ; FRAMEWORK ; PMOS ; COMPLEX ; SOLIDS ; ESTERS
AbstractThe chirally functionalized periodic mesoporous organosilica (PMO) with C(2)-symmetric chiral building blocks, BINAP (2,2'-bis(diphenylphosphino)-1,1'-binaphthyl), in the pore wall was successfully synthesized for the first time using a successive co-condensation and post-synthesis modification method. Chiral BINAPO (2,2'-bis(diphenylphosphinooxide)-1,1'-binaphthyl) bridging mesoporous organosilica with highly ordered 2-D hexagonal structure was first synthesized by co-condensation of (R)-5,5'-bis(3-triethoxysilylpropyl-1-ureyl)-2,2'-bis(diphenylphosphinooxide)-1,1'-binaphthy with tetramethoxylsilane in the presence of block copolymer P123 as template under weakly acidic conditions. The BINAPO in the pore wall of PMO was reduced with trichlorosilane to generate BINAP using a post-synthesis modification method. The chiral PMO with built-in BINAP (coordination with [RuCl(2)-(benzene)](2)) is an efficient solid catalyst for the asymmetric hydrogenation of beta-keto esters with ee as high as 99%, which is among the highest ever reported for the chirally functionalized PMOs in asymmetric catalysis.
Language英语
WOS IDWOS:000270942100030
Citation statistics
Cited Times:48[WOS]   [WOS Record]     [Related Records in WOS]
Document Type期刊论文
Identifierhttp://cas-ir.dicp.ac.cn/handle/321008/141414
Collection中国科学院大连化学物理研究所
Affiliation1.Chinese Acad Sci, Dalian Inst Chem Phys, State Key Lab Catalysis, Dalian 116023, Peoples R China
2.Chinese Acad Sci, Grad Sch, Beijing 100049, Peoples R China
Recommended Citation
GB/T 7714
Wang, Peiyuan,Liu, Xiao,Yang, Jie,et al. Chirally functionalized mesoporous organosilicas with built-in BINAP ligand for asymmetric catalysis[J]. JOURNAL OF MATERIALS CHEMISTRY,2009,19(42):8009-8014.
APA Wang, Peiyuan.,Liu, Xiao.,Yang, Jie.,Yang, Yan.,Zhang, Lei.,...&Li, Can.(2009).Chirally functionalized mesoporous organosilicas with built-in BINAP ligand for asymmetric catalysis.JOURNAL OF MATERIALS CHEMISTRY,19(42),8009-8014.
MLA Wang, Peiyuan,et al."Chirally functionalized mesoporous organosilicas with built-in BINAP ligand for asymmetric catalysis".JOURNAL OF MATERIALS CHEMISTRY 19.42(2009):8009-8014.
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