A new periodic mesoporous organosilica containing diimine-phloroglucinol, Pd(II)-grafting and its excellent catalytic activity and trans-selectivity in C-C coupling reactions

被引:83
作者
Modak, Arindam [1 ]
Mondal, John [1 ]
Aswal, Vinod K. [2 ]
Bhaumik, Asim [1 ]
机构
[1] Indian Assoc Cultivat Sci, Dept Mat Sci, Kolkata 700032, India
[2] Bhabha Atom Res Ctr, Div Solid State Phys, Mumbai 400085, Maharashtra, India
关键词
HECK REACTIONS; ORGANIC GROUPS; HETEROGENEOUS CATALYST; EFFICIENT CATALYSTS; MOLECULAR-SIEVES; AQUEOUS-MEDIA; SILICA; SOLVENT; CARBON; ARYL;
D O I
10.1039/c0jm01180k
中图分类号
O64 [物理化学(理论化学)、化学物理学];
学科分类号
070304 ; 081704 ;
摘要
A new organosilane precursor has been designed via Vilsmeier-Haack formylation of phloroglucinol followed by its Schiff base condensation with 3-aminopropyl-triethoxysilane (APTES). A novel organic-inorganic hybrid periodic mesoporous organosilica (PMO) LHMS-3 containing the highly coordinating bis(propyliminomethyl)-phloroglucinol moiety inside the pore wall has been synthesized by using this precursor organosilane molecule. Phenolic-OH and imine-N donor sites present in this PMO material have been utilized to anchor Pd(II) species at the surface of the mesopores. Small angle neutron scattering, XRD, HR TEM, SEM, C-13 and Si-29 solid state MAS NMR, UV-vis and FT IR spectroscopic tools are utilized to characterize the 2D-hexagonal mesophase and the presence of the bis(propyliminomethyl)-phloroglucinol moiety inside the pore wall. This Pd-anchored material Pd-LHMS-3 showed excellent catalytic activity and trans-selectivity in Heck C-C bond formation reactions for the synthesis of a series of value-added aromatic and aliphatic olefins.
引用
收藏
页码:8099 / 8106
页数:8
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