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: In this paper, series of acyclic and cyclic dienyl anions were prepared from both conjugated and non-conjugated dienes by direct metalation with alkali metals (Li, Na, K, Rb, and Cs) in tetrahydrofuran.
Abstract: Series of acyclic and cyclic dienyl anions were prepared from both conjugated and non-conjugated dienes by direct metalation with alkali metals (Li, Na, K, Rb, and Cs) in tetrahydrofuran in the pre...
70 citations
TL;DR: In this article, the authors showed that with equimolar amounts of AIBN and 3-oxapentane-1,5-diol (diethylene glycol), poly(ethylene oxide)s with Mn = 300, 1000 and 12000, poly(propylene oxide) with OM = 425, or with poly(tetrahydrofuran) with MM = 1000 and 2000 polymeric azoinitiators of structure 2 are formed.
Abstract: The reaction of ethylene glycol, 1,4-butanediol, 1,6-hexanediol, 3,6-dioxaoctane-1,8-diol (triethylene glycol), poly(ethylene oxide)s with Mn = 300,1000 and 3000, or with poly(propylene oxide)s with Mn = 425 and 2000 in excess with AIBN leads to the corresponding bis(hydroxyalkyl) 2,2′-azodiisobutyrates (1a–i). These initiators are suited to synthesize telechelics. With equimolar amounts of AIBN and 3-oxapentane-1,5-diol (diethylene glycol), poly(ethylene oxide)s with Mn = 300, 1000 and 12000, poly(propylene oxide) with Mn = 425, or with poly(tetrahydrofuran) with Mn = 1000 and 2000 polymeric azoinitiators of structure 2 are formed. Blockcopolymers may be synthesized by means of these polymeric azocompounds.
70 citations
TL;DR: In this paper, a study of several factors, i.e. ligand, solvent, counterions, order and rate of additions, temperature, and the nature of Grignard reagents, that influence the regio- and enantioselectivities is given.
Abstract: Various chiral zinc(II) complexes catalyze the asymmetric 1,4-addition of Grignard reagents to α,β-unsaturated ketones with high chemoselectivities (yields of 1,4-adducts, 83-99%), high regioselectivities (1,4/1,2 ratios up to 499) and modest enantioselectivities (ee up to 33%). A study of several factors, i.e. ligand, solvent, counterions, order and rate of additions, temperature, and the nature of Grignard reagents, that influence the regio- and enantioselectivities is given. Based on the addition of isopropylmagnesium halides to 2-cyclohexenone as a model reaction, it was established that the highest enantioselectivities are reached with in situ prepared zinc complexes derived from optically active diamino alcohol ligands using lithium bases in tetrahydrofuran as the solvent. A mechanistic rationalization is given.
70 citations
TL;DR: In this paper, the storage capacity of tetrahydrofuran hydrate was investigated by means of pressure-volume-temperature (p-V-T ) measurement and Raman spectroscopic analysis.
70 citations
TL;DR: A scale of absolute acidity in tetrahydrofuran has been established, which has allowed calculation of the absolute pKa values of 77 bases from literature relative pK(a) data.
Abstract: The acidity constants (pKa) of 11 bases (amines, anilines, pyridines, pyrrolidines, and iminophosphoranes) have been determined in tetrahydrofuran by potentiometry, complemented by conductometric measurements. The pK(a) values of the studied bases cover a wide absolute pH range of acidity in tetrahydrofuran, from 7.4 to 21.7. From the pK(a) values obtained, a scale of absolute acidity in tetrahydrofuran has been established, which has allowed calculation of the absolute pKa values of 77 bases from literature relative pK(a) data.
70 citations