- Unraveling factors leading to efficient norbornadiene-quadricyclane molecular solar-thermal energy storage systems
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Developing norbornadiene-quadricyclane (NBD-QC) systems for molecular solar-thermal (MOST) energy storage is often a process of trial and error. By studying a series of norbornadienes (NBD-R2) doubly substituted at the C7-position with R = H, M
- Jorner, Kjell,Dreos, Ambra,Emanuelsson, Rikard,El Bakouri, Ouissam,Galván, Ignacio Fdez.,B?rjesson, Karl,Feixas, Ferran,Lindh, Roland,Zietz, Burkhard,Moth-Poulsen, Kasper,Ottosson, Henrik
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- LICKOR-Promoted 1,2-elimination in 1,1-dimethoxy-2-phenylethane and 1,1-dimethoxy-2-phenylpropane: synthesis of substituted enol ethers and alkynes
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Dimethyl acetals of phenylacetaldehyde 1a and 2-phenylpropionaldehyde 1b, upon treatment with 1.25 equiv. of LICKOR reagent, undergo 1,2-elimination (THF at -95 deg C) promoted by metallation at the benzylic site, and afford the corresponding enol ethers in the E-form.When the substrate is treated with excess of the base (2.5 equiv.), further hydrogen-metal exchange takes place at the α-vinyl site of the elimination product, and carbonyl electrophiles can be added to the carbanionic intermediate yielding allyl alcohols.Experimental procedures are given for the conversion of the α-substituted derivatives into carbonyl compounds, according to an inverse polarity approach.Moreover, allyl alcohols synthesized starting from 1a, can be transformed into prop-2-ynyl alcohols by treatment with LICKOR base.
- Deagostino, Annamaria,Mella, Mariella,Prandi, Cristina,Venturello, Paolo
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p. 2757 - 2760
(2007/10/02)
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