Topic
Tetrahydrofuran
About: Tetrahydrofuran is a research topic. Over the lifetime, 11778 publications have been published within this topic receiving 158241 citations. The topic is also known as: diethylene oxide & 1,4-epoxybutane.
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TL;DR: The Cd-Li base proved suitable for the metalation of a large range of aromatics including benzenes bearing reactive functional groups (CONEt(2), CO(2)Me, CN, COPh) or heavy halogens (Br, I), and heterocycles (from the furan, thiophene, pyrrole, oxazole, thiazole, p Pyridine, and diazine series).
Abstract: In situ mixtures of CdCl(2)TMEDA (0.5 equiv; TMEDA = N,N,N',N'-tetramethylethylenediamine) or InCl(3) (0.33 equiv) with [Li(tmp)] (tmp = 2,2,6,6-tetramethylpiperidino; 1.5 or 1.3 equiv, respectively) were compared with the previously described mixture of ZnCl(2)TMEDA (0.5 equiv) and [Li(tmp)] (1.5 equiv) for their ability to deprotonate anisole, benzothiazole, and pyrimidine. [(tmp)(3)CdLi] proved to be the best base when used in tetrahydrofuran at room temperature, as demonstrated by subsequent trapping with iodine. The Cd-Li base then proved suitable for the metalation of a large range of aromatics including benzenes bearing reactive functional groups (CONEt(2), CO(2)Me, CN, COPh) or heavy halogens (Br, I), and heterocycles (from the furan, thiophene, pyrrole, oxazole, thiazole, pyridine, and diazine series). Five-membered heterocycles benefiting from doubly activated positions were similarly dideprotonated at room temperature. The aromatic lithium cadmates thus obtained were involved in palladium-catalyzed cross-coupling reactions or simply quenched with acid chlorides.
81 citations
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TL;DR: In this paper, the synthesis of acrylic groups containing phosphonic acids was described and confirmed by elemental analysis, IR, 1 H NMR, 13 C NMR and 31 P NMR spectroscopy.
Abstract: Acrylic groups containing phosphonic acids were synthesised by ether formation of ethyl a-chloromethylacrylate with hydroxyalkylphosphonates and subsequent hydrolysis to the corresponding phosphonic acid a-methyl-substituted acrylates. The structure of the synthesised monomers was confirmed by elemental analysis, IR, 1 H NMR, 13 C NMR and 31 P NMR spectroscopy. The monomers are stable in aqueous ethanol. The radical polymerisation of the monoacrylates in tetrahydrofuran with 2,2'-azobisisobutyronitrile (AIBN) results in soluble polymers, whereas a phosphonic acid diacrylate results in a cross-linked polymer.
80 citations
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TL;DR: In this article, the authors characterized poly(TiCl 4 (APPY-O)(THF)•THF (4) compounds by proton, carbon-13, and phosphorus-31 NMR spectroscopy.
Abstract: The compounds were characterized by proton, carbon-13, and phosphorus-31 NMR spectroscopy and by infrared spectroscopy. Crystallographic characterization of trans-[TiCl 4 (APPY-O)(THF)]•THF (4) revealed that the ylide adopts the cisoid conformation in the solid state. 4 crystallizes in the monoclinic space group P2 1 /n in a unit cell of dimensions a=15.735 (5) A, b=9.818 (3) A, c=19.992 (5) A, β=105.17 (2)°, and V=2981 (1) A 3 , with R F =0.0554 (RWF=0,0554) for 286 parameters and 2251 observed reflections having F 0 >5σ(F 0 ). The potential of these complexes for forming O-bound, orthometalated species is discussed
80 citations
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80 citations
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TL;DR: In this paper, the electrochemical behavior of tetrahydrofuran (THF) and propylene carbonate (PC) was investigated in the absence of deliberately added electrolyte using ultramicroelectrodes to minimize the effects of solution resistance.
80 citations