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Showing papers on "Dichlorophenylphosphine published in 2007"


Journal ArticleDOI
13 Aug 2007-Arkivoc
TL;DR: In this article, a novel 2-substituted 3,4-dihydro-1-(9H- carbazol-4-yloxy)-3-(2-methoxy phenoxy)ethylamino)propan-2-ol (1) (carvedilol) with dichlorides of aryl phosphorodichloridates / N,N-bis(2-chloroethyl)phosphoramidic dichloride (2a-e) in the presence of triethylamine at
Abstract: Novel 2-substituted-3,4-dihydro-1-(9H-carbazol-4-yloxy)methyl-3-(2-(2-methoxyphenoxy) ethyl)-1,3,2λ 5 -oxazaphosphole 2-oxides (3a-e) were synthesized by condensation of 1-(9H- carbazol-4-yloxy)-3-(2-(2-methoxy phenoxy)ethylamino)propan-2-ol (1) (carvedilol) with dichlorides of aryl phosphorodichloridates / N,N-bis(2-chloroethyl)phosphoramidic dichloride (2a-e) in the presence of triethylamine at 40 to 45 °C. The other title compounds (6a-c, and 6d-f) were prepared in two steps. In the first step, dichlorophenylphosphine/ethyl phosphorodichloridite was reacted with 1 in the presence of Et3N to give the corresponding P(III) intermediates (5a,b) in N2 atmosphere. In the second step, 5a,b were treated with H2O2, S or Se to convert them to the corresponding P(V) state (6a-c, 6d-f). Compounds 3a-e, 6a-f were screened for antifungal and antibacterial activity. Most of these compounds exhibited moderate activity.

13 citations


Journal ArticleDOI
TL;DR: The results suggest that titanacyclobutenes and/or titanium vinyl carbene complexes are produced by the reductive titanation of gamma-chloroallyl sulfides depending on their substitution patterns.
Abstract: The reactivity of the organotitanium species generated by the reductive titanation of gamma-chloroallyl sulfides with the titanocene(II) reagent [Cp(2)Ti{P(OEt)(3)}(2)] was studied. The organotitanium species formed from alpha-monosubstituted gamma-chloroallyl sulfides reacted with 1,5-diphenylpentan-3-one and styrene to produce conjugated dienes and vinyl cyclopropanes as major products, thus suggesting the formation of vinyl carbene complexes as intermediates. On the contrary, the organotitanium species generated from acyclic beta,gamma-disubstituted gamma-chloroallyl sulfides revealed titanacyclobutene-like reactivity, and their reaction with 1,5-diphenylpentan-3-one produced homoallyl alcohols. These organotitanium species did not react with styrene, but did react with dichlorophenylphosphine to afford phosphacyclobutenes. In the case of beta-monosubstituted, gamma-monosubstituted, and alpha,gamma-disubstituted gamma-chloroallyl sulfides, the organotitanium species reacted with both 1,5-diphenylpentan-3-one and styrene. The former reaction produced homoallyl alcohols and the latter gave vinyl cyclopropanes or unconjugated dienes. These results suggest that titanacyclobutenes and/or titanium vinyl carbene complexes are produced by the reductive titanation of gamma-chloroallyl sulfides depending on their substitution patterns.

10 citations


Journal ArticleDOI
TL;DR: Triethylhydrogenammonium chloride-XAlCl3 Ionic Liquids (ILs) were used as a catalyst for the clean synthesis of dichlorophenylphosphine sulfide as discussed by the authors.
Abstract: Triethylhydrogenammonium chloride-XAlCl3 Ionic Liquids (ILs) were used as a catalyst for the clean synthesis of dichlorophenylphosphine sulfide. Two synthesis routes were investigated; one of them was a reaction of sulfur and Dichlorophenylphosphine (DCPP), and another was a one-pot reaction of benzene, phosphorus, chloride, and sulfur. Effects of the ILs composition and reaction time and the quantity of the ILs on the reactions were studied. A simple product isolation procedure was achieved. The ILs showed reusable and low-consumption characters in the reaction of sulfur and DCPP. Thus the triethylhydrogenammonium chloride-XAlCl3 ILs gave this reaction a green character.

4 citations


Journal Article
TL;DR: In this paper, a mixture of dichlorophenylphosphine and aluminum chloride was synthesized from benzene and phosphorous trichloride using aluminum chloride as the catalyst, and its reaction mechanism was studied.
Abstract: Dichlorophenylphosphine was synthesized from benzene and phosphorous trichloride using aluminum chloride as the catalyst,and its reaction mechanism studied.It was found that sodium chloride with particle size of 160 mesh effectively separated aluminum chloride,with dichlorophenylphosphine yield of 86.5%.The cause behind formation of complex of sodium chloride and aluminum chloride was discussed.

1 citations


Journal ArticleDOI
TL;DR: The density and viscosity of dichlorophenylphosphine sulfide (C6H5PSCl2) over a temperature range of (303.16 to 423.40) K were measured as mentioned in this paper.
Abstract: The density and viscosity of dichlorophenylphosphine sulfide (C6H5PSCl2) over a temperature range of (303.16 to 423.40) K were measured. The vapor pressure of dichlorophenylphosphine sulfide in the...