Regio- and Stereoselective Dimerization of Arylacetylenes and Optical and Electrochemical Studies of (E)-1,3-Enynes

被引：26

作者：

Morozov, Oleg S. ^{[1
]}

Asachenko, Andrey F. ^{[1
]}

Antonov, Denis V. ^{[2
,3
]}

Kochurov, Vitaly S. ^{[2
,3
]}

Paraschuk, Dmitry Yu. ^{[2
,3
]}

Nechaev, Mikhail S. ^{[1
,4
]}

机构：

[1] RAS, AV Topchiev Inst Petrochem Synth, Moscow 119991, Russia

[2] Moscow MV Lomonosov State Univ, Ctr Int Laser, Moscow 119991, Russia

[3] Moscow MV Lomonosov State Univ, Dept Phys, Moscow 119991, Russia

[4] Moscow MV Lomonosov State Univ, Dept Chem, Moscow 119991, Russia

来源：

ADVANCED SYNTHESIS & CATALYSIS | 2014年 / 356卷 / 11-12期

关键词：

alkynes; biphasic catalysis; cyclic voltammetry; enynes; N-heterocyclic carbenes; palladium; UV/vis spectroscopy; TO-HEAD DIMERIZATION; TERMINAL ALKYNES; CATALYZED DIMERIZATION; AROMATIC DIYNES; COMPLEXES; SYSTEM; ENYNES; OLIGOMERIZATION; CHEMISTRY; LIGAND;

D O I：

10.1002/adsc.201400062

中图分类号：

O69 [应用化学];

学科分类号：

081704 ;

摘要：

The N-heterocyclic carbene palladium complex (SIPr)Pd(cinnamyl)Cl [SIPr=N,N'-bis-(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidene) promotes regio- and stereospecific dimerization of a variety of arylalkynes to give (E)-1,3-enynes in good to excellent yields. An efficient and practical procedure for their synthesis was developed using a biphasic aqueous alkali/heptane system. Optical and electronic properties of (E)-1,3-enynes are highly tunable. Depending on the nature of the substituents, HOMO energies vary in the range 5.3-6.0 eV. (E)-1,3-Enynes can exhibit intense photoluminescence in the spectral region 350-500 nm.

引用

页码：2671 / 2678

页数：8

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