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- Title
Regio- and Stereoselective Dimerization of Arylacetylenes and Optical and Electrochemical Studies of ( E)-1,3-Enynes.
- Authors
Morozov, Oleg S.; Asachenko, Andrey F.; Antonov, Denis V.; Kochurov, Vitaly S.; Paraschuk, Dmitry Yu.; Nechaev, Mikhail S.
- Abstract
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.
- Subjects
CARBENE derivatives; PALLADIUM; PHOTOLUMINESCENCE; DIMERIZATION; ALKANES
- Publication
Advanced Synthesis & Catalysis, 2014, Vol 356, Issue 11/12, p2671
- ISSN
1615-4150
- Publication type
Article
- DOI
10.1002/adsc.201400062