"Phosphorus, Sulfur, and Silicon and the Related Elements"

doi: 10.1080/10426509408021927pmid: N/A

Abstract This is a scanned image of the original Editorial Board page(s) for this issue.

Arief, M. M. H.; Essawy, S. A.; Wasfy, A. A. F.; Nassar, S. A.; Hashish, A. A.

doi: 10.1080/10426509408021928pmid: N/A

Abstract β-(4-phenylbenzoyl)acrylic acid I reacted with 6-(2′-methoxynaphthalenyl)-4-phenylpyrimidine-2(1H)thione to furnish α-[6-(2′-methoxynaphthalenyl)-4-phenylpyrimidinylthio]-β-(4-phenylbenzoyl)propionic acid II. Dehydration of acid II aforded furanone derivative III. The behaviour of III towards hydrazine hydrate, hydroxylamine hydrochloride, primary amines, aromatic hydrocarbons (under Friedel-Crafts conditions) and carbon nucleophiles (under Grignard conditions) has been investigated.

Popescu, Rodica; Mureşlan, Viorica; Moldovan, Z.; Culea, Monica

doi: 10.1080/10426509408021929pmid: N/A

Abstract The interpretation of the electron impact mass spectra of O-(3-oxo 2-phenyl 2H-pyridazine-6 yl) diethylphosphinothioate (I), O-(3-oxo 2-phenyl 2H-pyridazine-6 yl) dipropylphosphinothioate (II). O-(3-oxo 2-phenyl 2H-pyridazine-6 yl) diphenylphosphionothioate (III), O-(3-oxo 2-phenyl 2H-pyridazine-6 yl) O,O-diphenyl phosphorothioate (IV), and 2-O-(3-oxo 2-phenyl 2H-pyridazine-6 yl) 2-thiono 5,5-dimetyl 1,3,2-dioxaphosphorinan (V) is presented. Elucidation of the fragmentation pathways was aided by metastable transitions of all the compounds and by exact mass measurements on compounds (II) and (V). Nous rapportons dans ce travail un étude sur le comportement sous impact électronique de quelques esters O-(3-oxo 2-phényl 2H-pyridazine-6 yl) thiophosphoroorganiques (I-V). Les réactions de fragmentation ont été établies par déterminations de transitions métastables pour tous les composés et par mesures de masses exactes pour les composés (II) et (V).

Silaghi-Dumitrescu, Ioan; Haiduc, Ionel

doi: 10.1080/10426509408021930pmid: N/A

Abstract The electronic structure of various substituted title compounds has been investigated by ab initio (3–21G*) and MNDO molecular orbital calculations. The preference for the cis or trans isomers can be traced in the behavior of the HOMO of the parent cyclodiphosphazane under the influence of the ring substituents. Thus, alkyl groups promote folding of the ring and tend to occupy the cis positions on phosphorus, while aryl groups at nitrogen make the ring planar and orient the substituents on phosphorus to the trans positions. In case of electron pair bearing substituents the conformation is determined by a more subtle interplay of their donor acceptor properties.

Barillier, Daniel; Levillain, Jocelyne; Vazeux, Michel

doi: 10.1080/10426509408021931pmid: N/A

Abstract Ozone adds in high yield and stereoselectively to isomerically pure cyclohexenyl methyl sulfides 4a and 4b having a neighboring hydroxyl group as a result of conformational and stereoelectronic factors. Further diasteroselective self-induced oxidation of β'-hydroxy α,β-epoxysulfides intermediates to the corresponding sulfoxides 8a and 8b, respectively, is attributed to incipient hydrogen bonding between the substrate hydroxyl group and the ozone molecule. The configurational and conformational assignments of these hydroxy α,β-epoxysulfoxides are provided by spectroscopic studies.

Clarke, Victor; Cole, Edward R.

doi: 10.1080/10426509408021932pmid: N/A

Abstract A dissection has been made of the oxidation of thiols by aryl sulfinamides, with the process explained by initial protonation of the sulfinyl group followed by a series of nucleophilic displacements, the first of which gives thiosulfinate and elimination of amine. The more usual reaction with thiosulfinate then gives disulfide, and sulfenic acid as a transitory intermediate, which by reaction with a third mode of thiol yields more disulfide. Reactions with lesser amounts of thiol permitted identification of intermediates. The effect of activation of the thiol is discussed. In contrast with oxidations by simpler sulfoxides the reaction proceeds without acid catalysis at ambient temperature, confirming the susceptibility to fission of the S—N bond in polar reactions.

Bock, Hans; Näther, Christian; Rauschenbach, Andreas; Havlas, Zdenek; Bats, Jan W.; Fanghänel, Egon; Palmer, Thomas

doi: 10.1080/10426509408021933pmid: N/A

Abstract The two iso(valence)electronic molecules, the violet-blue 3H,6H-1,2-Dithiolo[4,3-c]-1,2-dithiol-3,6-dithione and its yellow oxygen analogue, the corresponding dione, are characterized by single crystal structure determinations and quantum chemical calculations to gain information on similarities and differences: The molecular structures are comparable except for the O perturbation, which causes short C˭O and long (O)C˭S bonds; the carbon chain CC bond lengths alternate between 143 and 134 pm. The crystal lattices are both monoclinic (P21/c), but with molecules arranged differently in β-type and γ-type layered staples due to 293 pm short (S˭O)2 dimer contacts. The color differences can be rationalized by extensive PM3/Cl-calculations: Accordingly, both molecules exhibit long wavelength π→π* transitions [xbar](1Ag) → Ⱥ(1Bu), with the one of the sulfur derivative further lowered by a strong nσ s→σ*ss admixture. In addition, structural changes are discussed, which are expected for potentially conducting polymers containing disulfide-bridged chains on doping with suitable acceptors.

Boberg, Friedrich; Deters, Karin; Schulz, Jürgen; Torges, Karl-Franz

doi: 10.1080/10426509408021934pmid: N/A

Abstract The one-pot syntheses of alkyl-10,11-dihydrodiindeno[1,2-b:-2′,1′-d]thiophenes (3) by bromination and sulfurization of alkylindan-1-ones without substituents at C-2 (1) has been studied with 14 1 with C1-C1-rests at the benzene and or the cyclopentane ring. 9 dialkyl-3 and 3 tetraalkyl-3, are prepared in yields of 7–66%; an octamethyl-3 is detected by tlc and ms. 2 dialkyl-3 are prepared too by an independent syntheses from dimethyl 2,5-bis(methylphenyl)thiophene-3,4-dicarboxylates (13). The mechanism of the one-pot syntheses, which gives diindeno-1,4-dithiines too, is discussed. The oxidation of 4 3 has been studied. Die Eintopfsynthese von Alkyl-10,11-dihydrodiindeno[1,2-b:2′-1′-d]thiophenen (3) durch Bromierung und Schwefelung von Alkylindan-1-onen ohne Substituenten an C-2 (1) ist mit 14 1 mit C1-C4-Resten am Benzol- und oder am Cyclopentanring untersucht worden. 9 Dialkyl-3 und 3 Tetralkyl-3 werden in Ausbeuten von 7–66% dargestellt; ein Octamethyl-3 wird mit DC und MS nachgewiesen. 2 Dialkyl-3 werden auch nach einer unabhängigen Synthese aus Dimethyl-2,5-bis(methylphenyl)thiophen-3,4-dicarboxylaten (13) synthetisiert.- Der Mechanismus der Eintopfsynthese, bei der auch Diindeno-1,4-dithiine auftreten, wird diskutiert.- Die Oxidation von 4 3 ist untersucht worden.

Lutze, G.; Tittelbach, F.; Graubaum, H.; Ramm, M.

doi: 10.1080/10426509408021935pmid: N/A

Abstract Aminolysis of 2,5-bis(aryloxy)-1,6,6aλ4-trithia-3,4-diazapentalenes 1 with coronand-amines yields step-wise 2-substituted and further 2,5-disubstituted derivatives 2–6, and with diamines bridged compounds 7. From 7 derivatives 8 and with diamines oligomers 9 and cryptands 10 are available. The X-ray structure analysis of the complex 2b*KSCN is described.

Blanchetiere, D.; Noyere, C.; Catel, J.; Andrieu, C. G.; Ebel, M.

doi: 10.1080/10426509408021936pmid: N/A

Abstract Starting from 3-bromothiophene, ω-(3-thienyl)alkan-1-ols and ω-(3-thienyl)alkyl esters are obtained. Electrochemical characteristics and polymerization are described and discussed.