The effect of amines on the kinetics and efficacy of radical-mediated thiol–ene coupling (TEC) reactions was investigated. By varying the thiol reactant and amine additive, it was shown that amines retard thiyl radical-mediated reactions when the amine is adequately basic enough to deprotonate the thiol affording the thiolate anion, e.g., when the weakly basic amine tetramethylethylenediamine was incorporated in the TEC reaction between butyl 2-mercaptoacetate and an allyl ether at 5 mol %, the final conversion was reduced from quantitative to <40%. Alternatively, no effect is observed when the less acidic thiol butyl 3-mercaptopropionate is employed. The thiolate anion was established as the retarding species through the introduction of am...
Background. Not much is known about the factors that influence thiol reactivity. In this paper we wi...
Indolinonic, phenylimino-indolinonic and quinolinic aromatic aminoxyls readily react with sulfur-cen...
166 p.Thesis (Ph.D.)--University of Illinois at Urbana-Champaign, 1980.The methyl-transfer reaction ...
The reactions of thiolate anions with α-substituted 2-nitropropanes have been studied. The products ...
A detailed evaluation of the kinetics of the thiol-Michael reaction between hexanethiol and hexyl ac...
The thiol-ene reaction is one of the fundamental reactions in biochemistry and synthetic organic che...
Rearrangements of o-tolyl aryl ethers, amines, and sulfides with the Grubbs–Stoltz reagent (Et3SiH +...
The electron transfer (ET) to a series of para-substituted diaryl disulfides, having the general for...
In focusing on the free radical chemistry of thiyl radicals,two importantclasses are dealt with, nam...
A method to generate α-amino radicals, via a photoinduced charge-transfer complex, is reported. A mu...
Reaction of dimethyl disulfide (1) with cyclohexene (2a) in AcOH in the presence of Pd(OAc)2 yields ...
Two types of neighboring group participation in intramolecular displacement reactions are distinguis...
Aromatic thioethers and analogous heavier chalcogenides were prepared by reaction of arene-diazonium...
Due to their stability, availability and reactivity, sulfides are particularly attractive sources of...
The Arrhenius parameters and rates of reaction of three hydroxyradicals, methyl radical, and the hin...
Background. Not much is known about the factors that influence thiol reactivity. In this paper we wi...
Indolinonic, phenylimino-indolinonic and quinolinic aromatic aminoxyls readily react with sulfur-cen...
166 p.Thesis (Ph.D.)--University of Illinois at Urbana-Champaign, 1980.The methyl-transfer reaction ...
The reactions of thiolate anions with α-substituted 2-nitropropanes have been studied. The products ...
A detailed evaluation of the kinetics of the thiol-Michael reaction between hexanethiol and hexyl ac...
The thiol-ene reaction is one of the fundamental reactions in biochemistry and synthetic organic che...
Rearrangements of o-tolyl aryl ethers, amines, and sulfides with the Grubbs–Stoltz reagent (Et3SiH +...
The electron transfer (ET) to a series of para-substituted diaryl disulfides, having the general for...
In focusing on the free radical chemistry of thiyl radicals,two importantclasses are dealt with, nam...
A method to generate α-amino radicals, via a photoinduced charge-transfer complex, is reported. A mu...
Reaction of dimethyl disulfide (1) with cyclohexene (2a) in AcOH in the presence of Pd(OAc)2 yields ...
Two types of neighboring group participation in intramolecular displacement reactions are distinguis...
Aromatic thioethers and analogous heavier chalcogenides were prepared by reaction of arene-diazonium...
Due to their stability, availability and reactivity, sulfides are particularly attractive sources of...
The Arrhenius parameters and rates of reaction of three hydroxyradicals, methyl radical, and the hin...
Background. Not much is known about the factors that influence thiol reactivity. In this paper we wi...
Indolinonic, phenylimino-indolinonic and quinolinic aromatic aminoxyls readily react with sulfur-cen...
166 p.Thesis (Ph.D.)--University of Illinois at Urbana-Champaign, 1980.The methyl-transfer reaction ...