- Studies on the structure behavior of triphenyldichlorophosphorane in different solvents
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Triphenyldichlorophosporane, which was prepared according to Appel reaction, was an efficient reagent for alkyl halide synthesis by virtue of having two replaceable groups on "pentavalent" phosphorus. The reaction of triphenylphosphine with hexachloroethane was investigated in different solvents and 31P NMR traced the processes of these reactions. As results, it was found that there was similar high coordinated phosphorus species formed in aromatic solvents and in ring ether type solvents, which had large 1JP-C (about 140 Hz) according to 13C NMR experiments. It is indicated that, for some solvent such as benzene or dioxane, solvent molecules might be locked in the high coordinated phosphorus compounds, which in turn would affect the triphenyl groups situated at the equatorial position.
- Yin, Qiang,Ye, Yong,Tang, Guo,Zhao, Yu-Fen
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Read Online
- An X-ray crystallographic study of the reagent Ph3PCl2; not charge-transfer, R3P-Cl-Cl, trigonal bipyramidal or [R3PCI]Cl but an unusual dinuclear ionic species, [Ph3PCl+...Cl-... +ClPPh3]Cl containing long Cl-Cl contacts
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An X-ray crystallographic study of the reagent Ph3PCl2 reveals it to be [Ph3PCl+...Cl-... +ClPPh3]Cl and not trigonal bipyramidal, molecular charge-transfer Ph3P-Cl-Cl or the simple ionic species [Ph3PCl]Cl; this contrasts with the conclusions from all previous spectroscopic data recorded on compounds of stoichiometry R3PCl2 by earlier workers, and represents the first compound of this formula to be crystallographically characterised.
- Godfrey, Stephen M.,McAuliffe, Charles A.,Pritchard, Robin G.,Sheffield, Joanne M.
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Read Online
- Synthesis of cationic gold(III) complexes using iodine(III)
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We report the synthesis and characterization of cationic Au(III) complexes supported by nitrogen-based ligands. The syntheses are achieved by reacting Au(I) complexes [Au(N-Me-imidazole)2]+ and [Au(pyridine)(NHC)]+ with iodine(III) reagents PhI(OTf)(OAc) and [PhI(pyridine)2]2+ yielding a series of cationic gold(III) complexes. In contrast, reactions of phosphine ligated gold(I) complexes with iodine(III) reagents results in the oxidation of the phosphine ligand.
- Albayer, Mohammad,Dutton, Jason L.
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Read Online
- Structural dependence of the reagent Ph3PCl2 on the nature of the solvent, both in the solid state and in solution; X-ray crystal structure of trigonal bipyramidal Ph3PCl2, the first structurally characterised five-coordinate R3PCl2 compound
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The very delicate structural balance of Ph3PCl2 when prepared in diethyl ether solution is illustrated by its X-ray crystallographic study; unlike the ionic species, [Ph3PCl+...Cl-... +ClPPh3]Cl, which prevails in dichloromethane solution, the non-solvated molecular species Ph3PCl2 is formed in diethyl ether which is the first example of a trigonal bipyramidal R3PCl2 compound to be structurally characterised, and this may have an effect on the chlorinating ability of the reagent.
- Godfrey, Stephen M.,McAuliffe, Charles A.,Pritchard, Robin G.,Sheffield, Joanne M.
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Read Online
- A practical one-pot transformation of triphenylphosphine oxide to triphenylphosphine by reduction of in situ generated triphenylphosphine dichloride
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One-pot transformation of triphenylphosphine oxide to triphenylphosphine was achieved by the reaction of triphenylphosphine oxide with oxalyl chloride, which led to the formation of triphenylphosphine dichloride, and subsequent reduction of triphenylphosphine dichloride with a combination of aluminum-catalytic metal salt.
- Yano, Tomotake,Hoshino, Masakatsu,Kuroboshi, Manabu,Tanaka, Hideo
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Read Online
- Chlorination of Phosphane Selenides
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Chlorination of the phosphane selenide iPrtBu2PSe with PhICl2 leads to the compound iPrtBu2PSe2Cl2, which contains a P-Se-SeCl2 moiety and is formally a phosphane selenide complex of selenium dichloride. Two polymorphs of the product were identified by X-ray structure analysis. The analogous reaction with tBu3PSe gave an oil, presumably tBu3PSe2Cl2, from which small quantities of tBu3PSe3Cl2 were obtained and characterized by X-ray structure analysis.
- Upmann, Daniel,Jones, Peter G.
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Read Online
- 2-AMINO-N-(AMINO-OXO-ARYL-LAMBDA6-SULFANYLIDENE)ACETAMIDE COMPOUNDS AND THEIR THERAPEUTIC USE
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The present invention pertains generally to the field of therapeutic compounds. More specifically the present invention pertains to certain 2-amino-N-(amino-oxo-aryl-λ6- sulfanylidene)acetamide compounds (referred to herein as ANASIA compounds) that, inter alia, inhibit (e.g., selectively inhibit) bacterial aminoacyl-tRNA synthetase (aaRS) (e.g., bacterial leucyl-tRNA synthetase, LeuRS). The present invention also pertains to pharmaceutical compositions comprising such compounds, and the use of such compounds and compositions, both in vitro and in vivo, to inhibit (e.g., selectively inhibit) bacterial aminoacyl-tRNA synthetase; to treat disorders that are ameliorated by the inhibition (e.g., selective inhibition) of bacterial aminoacyl-tRNA synthetase; to treat bacterial infections; etc.
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Page/Page column 241; 242
(2021/06/26)
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- COMPOUNDS AND COMPOSITIONS FOR TREATING CONDITIONS ASSOCIATED WITH NLRP ACTIVITY
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In one aspect, compounds of Formula AA, or a pharmaceutically acceptable salt thereof, are featured.The variables shown in Formula AA are as defined in the claims. The compounds of formula AA are NLRP3 activity modulators and, as such, can be used in the treatment of metabolic disorders (e.g. Type 2 diabetes, atherosclerosis, obesity or gout), a disease of the central nervous system (e.g. Alzheimer's disease, multiple sclerosis, Amyotrophic Lateral Sclerosis or Parkinson's disease), lung disease (e.g. asthma, COPD or pulmonary idiopathic fibrosis), liver disease (e.g. NASH syndrome, viral hepatitis or cirrhosis), pancreatic disease (e.g. acute pancreatitis or chronic pancreatitis), kidney disease (e.g. acute kidney injury or chronic kidney injury), intestinal disease (e.g. Crohn's disease or Ulcerative Colitis), skin disease (e.g. psoriasis), musculoskeletal disease (e.g. scleroderma), a vessel disorder (e.g. giant cell arteritis), a disorder of the bones (e.g. osteoarthritis, osteoporosis or osteopetrosis disorders), eye disease (e.g. glaucoma or macular degeneration), a disease caused by viral infection (e.g. HIV or AIDS), an autoimmune disease (e.g. Rheumatoid Arthritis, Systemic Lupus Erythematosus or Autoimmune Thyroiditis), cancer or aging.
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Page/Page column 540
(2019/02/13)
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- Pyrrolopyridinone derivative, preparation method thereof and application of pyrrolopyridinone derivative in medicine
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The invention relates to a pyrrolopyridinone derivative and a preparation method thereof and an application of the pyrrolopyridinone derivative in a medicine. Concretely, the invention relates to thepyrrolopyridinone derivative shown as a general formula (I) and the preparation method thereof and its medicinal salt, and the application of the compounds used as therapeutic agents, in particular asbromodomain protein inhibitors, wherein the definition of each substituent in the general formula (I) is the same as defined in the specification.
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Paragraph 0111; 0113-0116
(2019/03/10)
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- Long sought synthesis of quaternary phosphonium salts from phosphine oxides: Inverse reactivity approach
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Quaternary phosphonium salts (QPS), a key class of organophosphorus compounds, have previously only been available by routes involving nucleophilic phosphorus. We report the realisation of the opposite approach to QPS utilising phosphine oxides as the electrophilic partner and Grignard reagents as nucleophiles. The process is enabled through the crucial intermediacy of the derived halophosphonium salts. The route does not suffer from the slow kinetics and limited availability of many parent phosphines and a broad range of QPS were prepared in excellent yields.
- Vetter, Anna C.,Nikitin, Kirill,Gilheany, Declan G.
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supporting information
p. 5843 - 5846
(2018/06/13)
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- Hypervalent Iodine-Based Activation of Triphenylphosphine for the Functionalization of Alcohols
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The use of hypervalent iodine reagents as a general tool for the activation of PPh 3 and its application to the functionalization of alcohols is reported. Combination of PPh 3 with PhICl 2 or TolIF 2 gives dihalophosphoranes that are characterized by 31 P NMR, however, with PhIOAc 2, PhI(OTFA) 2, or the cyclic chloro(benzoyloxy)iodane, no phosphoranes were observed. Reaction of these iodanes with PPh 3 in the presence of primary, secondary, or tertiary alcohols results in either halogenation or acyl-transfer products in moderate to high yield.
- Eljo, Jasmin,Carle, Myriam S.,Murphy, Graham K.
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p. 2871 - 2875
(2017/10/06)
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- N-PHENYL-N'-PHENYLSULFONYLPIPERAZINE DERIVATIVE AND METHOD FOR PRODUCING INTERMEDIATE FOR SAME
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The present invention provides the salt and the crystal thereof of 2-(oxazole-2-yl)phenol derivative which are the intermediate in the process of producing N-phenyl-N'-phenylsulfonyl piperazine derivative, and the process of producing the salt as well as the process of producing N-phenyl-N'-phenylsulfonyl piperazine derivative through the salt. A method of producing the salt and the crystal thereof of the compound represented by Formula(I): wherein X is halogen; and the process of producing the salt as well as the process of producing N-phenyl-N'-phenylsulfonyl piperazine derivative through the salt.
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Page/Page column 0072
(2015/03/03)
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- method for preparing 2-(N-substituted)-amino-benzimidazole derivatives
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A method for preparing 2-(N-substituted)-amino-benzimidazole derivatives is provided, which comprises the following steps: (1) reacting a compound of 2-(N-protecting group)-O-aryl diamine with a compound of N-phenoxycarbonyl monosubstituted amine to obtain a compound of 2-(N-protecting group)-amino aryl urea; (2) in a suitable organic solvent, performing dehydrating cyclization reaction of the compound of 2-(N-protecting group)-amino aryl urea in the presence of an organic base and dichloro triphenylphosphine prepared by triphenylphosphine oxide with oxalyl chloride or diphosgene or triphosgene, or dibromo triphenylphosphine prepared by triphenylphosphine oxide with bromine, to produce a compound of 1-protecting group-2-(N-substituted)-amino-benzimidazole; (3) deprotecting the resulting compound of 1-protecting group-2-(N-substituted)-amino-benzimidazole to obtain the compound 2-(N-substituted)-amino-benzimidazole.
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Paragraph 0056; 0057; 0058
(2014/02/15)
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- TARGETING GLI PROTEINS IN HUMAN CANCER BY SMALL MOLECULES
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The present disclosure provides compositions, pharmaceutical preparations and methods for the diagnosis and treatment of cancers expressing a GLI polypeptide. The disclosed compositions and pharmaceutical preparations may comprise one or more pyrazolyl-containing compounds, or an analog or derivative thereof.
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Page/Page column 56
(2013/03/26)
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- Pyridine-assisted chlorinations and oxidations by palladium(IV)
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The reactivity of the bis-NHC complex LPdIVCl4 (L = κ2-[R-NHCCH2NHC-R] with R = C14H 29) in chlorinations and oxidations of organic substrates was considerably increased in the presence of pyridine. For alkene chlorinations, this effect was due to the in situ formation of highly reactive LPd IVCl3(py)+, which was able to transfer Cl + to the C=C bond in a ligand-mediated process (devoid of π complexation), which did not require py dissociation. The enhanced reactivity in the presence of pyridine also extended to the oxidation of secondary and benzylic alcohols under mild conditions in a reaction where py served as a base, broadening the known scope of reactivity for PdIV complexes. LPdIVCl3(py)+ could be formed from Cl -/py exchange or from the oxidation of LPdIICl(py) + by Cl2. Taking advantage of the enhanced reactivities that pyridine coordination imparted on both PdII and PdIV complexes allowed for the catalytic chlorination of styrene with LPd IVCl4 as a sacrificial oxidant, thereby establishing the principal feasibility of PdII/PdIV catalyses that obviates PdII activations of the substrate.
- McCall, A. Scott,Kraft, Stefan
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scheme or table
p. 3527 - 3538
(2012/06/16)
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- Electroreduction of tetra-coordinate phosphonium derivatives; One-pot transformation of triphenylphosphine oxide into triphenylphosphine
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Electroreduction of triphenylphosphine dichloride in acetonitrile was performed successfully in an undivided cell fitted with an aluminium sacrificial anode and a platinum cathode, wherein Al3+, which was electrogenerated at the anode would react as a Lewis acid with triphenylphosphine dichloride to afford tetra-coordinate chlorotriphenylphosphonium species and subsequent two-electron reduction at the cathode would give triphenylphosphine. One-pot transformation of triphenylphosphine oxide to triphenylphosphine was achieved successfully by the treatment of triphenylphosphine oxide with oxalyl chloride and subsequent electroreduction. In a similar manner, some tetra-coordinate triphenylphosphonium species derived from triphenylphosphine oxide were reduced electrochemically to triphenylphosphine in moderate yields.
- Kuroboshi, Manabu,Yano, Tomotake,Kamenoue, Shogo,Kawakubo, Hiromu,Tanaka, Hideo
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p. 5825 - 5831
(2011/09/12)
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- Electroreduction of triphenylphosphine oxide to triphenylphosphine in the presence of chlorotrimethylsilane
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Electroreduction of triphenylphosphine oxide to triphenylphosphine in an acetonitrile solution of tetrabutylammonium bromide in the presence of chlorotrimethylsilane was performed successfully in an undivided cell fitted with a zinc anode and a platinum cathode under constant current. A plausible mechanism involving, (1) one-electron reduction of triphenylphosphine oxide generating the corresponding anion radical [Ph3P-O-], (2) subsequent reaction with chlorotrimethylsilane affording the (trimethylsiloxy)triphenylphosphorus radical [Ph3P-OSiMe 3], and (3) further one-electron reduction followed by P-O bond fission leading to triphenylphosphine is proposed. In a similar manner, electroreduction of some triarylphosphine oxides and alkyldiarylphosphine oxides was executed to give the corresponding phosphine derivatives in good to moderate yields. Georg Thieme Verlag Stuttgart · New York.
- Kawakubo, Hiromu,Kuroboshi, Manabu,Yano, Tomotake,Kobayashi, Kazuma,Kamenoue, Syogo,Akagi, Tomomi,Tanaka, Hideo
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scheme or table
p. 4091 - 4098
(2012/01/12)
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- Synthesis of undecachlorosulfolipid A: Re-evaluation of the nominal structure
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Halo-giant: The title compound at the left in the scheme was constructed by the synthesis and coupling of two stereochemically challenging fragments. A comparison of the NMR data of the synthetic material and the natural product indicates that the configuration had been misassigned in the latter. PT=5-(1-phenyltetrazolyl).
- Nilewski, Christian,Deprez, Nicholas R.,Fessard, Thomas C.,Li, Dong Bo,Geisser, Roger W.,Carreira, Erick M.
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supporting information; body text
p. 7940 - 7943
(2011/10/08)
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- Reaction of N-sulfinyltrifluoromethanesulfonamide with triphenylphosphine and triphenylphosphine oxide
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The reaction of N-sulfinyltrifluoromethanesulfonamide with triphenylphosphine and triphenylphosphine oxide or of trifluoromethanesulfonamide with dichloro(triphenyl)phosphorane leads to trifluoro-N-(triphenyl-λ5-phosphanylidene)methanesulfonamide, which is hydrolyzed to trifluoromethanesulfonamide and triphenylphosphine oxide via the intermediate trifluoro-N-[hydroxy(triphenyl)phosphoranyl] methanesulfonamide.
- Tolstikova,Bel'Skikh,Shainyan
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experimental part
p. 1189 - 1192
(2011/01/10)
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- Probing the mechanism of the PCl5-initiated living cationic polymerization of the phosphoranimine Cl3P=NSiMe3 using model compound chemistry
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New insight into the mechanism of the ambient temperature PCl5-initiatedliving cationic chain growth polycondensation of the N-silylphosphorani mine Cl3P=NSiMe3 (1) to give poly(dichlorophosphazene), [N=PCl2]n,has been provided by studies of model compound chemistry. Investigations of the reactivity of Cl- salts ofthe proposed cationic intermediates [Cl3P=N=PCl3] + ([2] +) and [Cl3PdN-PCl2dNdPCl3] + ([6]+) toward Ph3P=NSiMe3 (3a) provided evidence that under the usual polymerization conditions that involve a high monomer to initiator ratio, propagation occurs at both chain ends. However, analogous studies of near stoichiometric processes suggested that propagation is faster at one chain end, particularly when the chains are short. In addition, experiments involving [Ph3P=N=PPh3][PCl6] ([9][PCl6]) and the N-silylphosphoranimines R3P-NSiMe 3 3a (R = Ph) and 3b (R = p-CF3C6H 4),showed that the [PCl6]- anion, which is formed in the early stages of the polymerization and has hitherto been assumed to be an innocent spectator counteranion, is actually reactive under the r eaction conditions and can initiate oligomerization and polymerization. Finally, the absence of reactions between phosphoranimines 3b or 1 with the Cl- salts of the cations [Ph3P=N-PCl2=N=PPh3]+ ([10a]+), [Ph3P=N-(PCl2=N) 2= PPh3]+ ([5]+), and [Ph3P=N-(PCl 2=N) 3-PPh3]+ ([8]+) with P-Cl bonds located internally but not at the chain ends have shown that chain branching reactions are unlikely to be significant during the polymerization. These results identify key factors that complicate the living PCl5-initiated chain growth polycondensation of 1 and potentially lead to a loss of control over molecular weight and broaden the molecular weight distributions, but also indicate that the polymer formed is essentially linear rather than branched.
- Blackstone, Vivienne,Lough, Alan J.,Murray, Martin,Manners, Ian
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experimental part
p. 3658 - 3667
(2009/09/24)
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- Comparison of the reactivity of N-(p-toluenesulfonyl)-sulfinimidoyl fluorides and chlorides toward triphenylphosphine
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The path of the reaction of aryl-N-(p-toluenesulfonyl)-sulfinimidoyl fluorides and triphenylphosphine is highly dependent on the order of the reactants addition. Addition of triphenylphosphine to aryl-N-(p-toluenesulfonyl) -sulfinimidoyl fluorides results in the formation of triphenyl(arylthio) phosphonium salts of N,N′-bis(p-toluenesulfonyl)aryl-sulfinamidines and triphenyldifluorophosphorane. By changing the reagent addition order, we obtained triphenyldifluorophosphorane, P, P, P-triphenyl- N- (p-toluenesulfonyl)-phosphine imide, and diaryl disulfides. The outcome of the reaction aryl-N-(arenesulfonyl)-sulfinimidoyl chlorides and triphenylphosphine does not depend on the order of addition of the reactants. P,P,P-Triphenyl-N- (arenesulfonyl)-phosphine imides, triphenyldichlorophosphorane, and diaryl disulfides were formed as a result.
- Pashinnik, Valeriy E.,Borovikov, Alexei V.,Shermolovich, Yuriy G.
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- Synthesis of optically active oxazoles from phosphorylated 2H-azirines and N-protected amino acids or peptides
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A simple synthesis of optically active phosphorylated oxazoles 8, 10, 11, and 12 containing amino acid residues from 2H-azirine-phosphine oxides 1 or -phosphonates 6 is described. Ring-opening reaction of 2H-azirines derived from phosphine oxides 1 and phosphonates 6 with N-protected amino acids 2 gives functionalized phosphorylated ketamides 3 and 7. Cyclization of ketamides 3 and 7 with triphenylphosphine and hexachloroethane in the presence of triethylamine leads to the formation of racemic and optically active phosphorylated oxazoles containing N-protected amino acid residues 8 and 10. Deprotection of these oxazoles gives aminoalkyl oxazoles 11 and 12. 2H-Azirines 1 and 6 also react with N-protected peptides 13 and give functionalized ketamides 14 and 15, ring closure of which leads to the formation of phosphorylated oxazoles containing peptide residues 16 and 17.
- Palacios, Francisco,Ochoa de Retana, Ana Maria,Gil, Jose Ignacio,Alonso, Jose Maria
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p. 2541 - 2552
(2007/10/03)
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- Structure of R3PCl2 compounds in the solid state and in solution: Dependency of structure on R. Crystal structures of trigonal bipyramidal (C6F5)3PCl2, Ph2(C6F5)PCl2 and of ionic Prn3PCl2
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A number of triorganophosphorus dichloride compounds R3PCl2, (R3 = substituted aryl, mixed aryl-alkyl or triaryl) have been synthesized from diethyl ether solution and characterised by analytical and 31P-{1H} NMR data in CDCl3 solution. The majority of the compounds are ionic, [R3PCl]Cl, in CDCl3 solution, in keeping with analogous species containing the heavier halogens [R3PX]X (X = Br or I), according to 31P-{1H} NMR studies. In contrast, the compounds R3PCl2 [R3 = (C6F5)3 or (C6F5)Ph2] have a molecular five-co-ordinate trigonalbipyramidal structure both in CDCl3 solution and in the solid state. The crystal structures of these two compounds have been determined and represent the only crystallographic studies of trigonal-bipyramidal compounds of stoichiometry R3PCl2. The compound (C6F5)3PCl2 exhibits almost perfect trigonal-bipyramidal geometry, whereas (C6F5)Ph2PCl2 shows significant distortion. This may be due to the asymmetry of the equatorial groups around the phosphorus atom. Why R3PCl2 [R3 = (C6F5)3 or (C6F5)Ph2] adopt a trigonal-bipyramidal structure is reasoned to be due to the acidity of the parent tertiary phosphines, which favours this geometry for the dihalogen adducts, a phenomenon previously observed for dihalogen adducts of tertiary arsines. The crystal structure of Prn3PCl2, the first crystallographically characterised example of an ionic R3PCl2 compound which does not contain a solvent molecule, has been found to contain two Prn3PCl2 entities. The first consists of an ionic [Prn3PCl]+ unit weakly linked by a long Cl ... Cl contact to a Cl-, d(Cl ... Cl) 3.207(3) A. The second shows a discrete [Prn3PCl]+ cation, the Cl- anion being associated with δ+ H atoms on a [Prn3PCl]+ moiety. This compound was prepared and crystallised from diethyl ether and its relation to the solvated complex [Ph3PCl ... Cl ... ClPPh3]Cl·CH2Cl2 is discussed.
- Godfrey, Stephen M.,McAuliffe, Charles A.,Pritchard, Robin G.,Sheffield, Joanne M.,Thompson, Graeme M.
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p. 4823 - 4827
(2007/10/03)
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- A convenient synthesis of triaryl and trialkyl phosphine dichlorides by oxidation of tertiary phosphines with bis(trichloromethyl) carbonate(triphosgene)
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Tertiary phosphines are quantitatively oxidised by 1/3 of an equivalent of triphosgene to the corresponding P(V)dihalides. This reaction provides an excellent preparation of Ph3PCl2.
- Wells
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p. 1715 - 1719
(2007/10/02)
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- Ionic-Molecular Isomerism in Chlorophenylphosphoranes PhnPCl5-n (1n3)
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Both ionic and molecular modifications of the three chlorophenylphosphoranes PhnPCl5-n (1n3) have been isolated for the first time as solids and all have been characterised by elemental analysis, Raman spectroscopy and 31P magic angle spinning (MAS) NMR spectroscopy.
- Al-Juboori, Mohammad A. H. A.,Gates, Peter N.,Muir, Alan S.
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p. 1270 - 1271
(2007/10/02)
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- ORGANOPHOSPHORUS CHEMISTRY. ESTER-CHLORIDE CONVERSION UNDER MILD CONDITIONS AT PHOSPHORUS
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The use of triphenylphosphine dichloride as a mild reagent for the replacement of a single ester linkage by a chloride in phosphonate diesters is described.The conversion has also been accomplished using a tertiary phosphine which is polymer-bound.
- Ylagan, Lourdes,Benjamin, Anat,Gupta, Amar,Engler, Robert
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p. 285 - 290
(2007/10/02)
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- THE PREPARATION OF DIMETHYL PHOSPHOROCHLORIDITE AND ITS HOMOLOGS FROM TRIALKYL PHOSPHITES AND DICHLOROTRIPHENYLPHOSPHORANE
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A novel convenient sythesis of dialkyl phosphorochloridites based on the reaction of trialkyl phosphites with dichlorotriphenylphosphorane has been described.In this way the commomly used dialkyl phosphorochloridites (3a-e) were prepared in satisfactory yields.Their identity was confirmed by 31P-NMR spectroscopy as well as by their refractive index.
- Majewski, Piotr
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- DARSTELLUNG UND NMR-SPEKTROSKOPISCHE UNTERSUCHUNGEN DER N-(o-AMINOPHENYL)IMINOPHOSPHORANE
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The preparation of various N-(aminophenyl)iminophosphoranes is described.The new compounds are characterized by the usual analytical methods and by 31P-NMR spectroscopy.For some compounds the results indicate an equilibrium with 2,3-dihydro-1,3,2-λ5-benzdiazaphospholes.The equilibrium constants and the thermodynamic parameters ΔH, ΔG and ΔS are obtained by quantitative NMR measurements.The position of the equilibrium depends strongly on the subsituents as weel as on the solvent used.
- Stegmann, H. B.,Wax, G.,Peinelt, S.,Scheffler, K.
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p. 277 - 286
(2007/10/02)
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- 31P Nuclear Magnetic Resonance Study of the Interaction of O-Naphthoquinone Diazides with Phosporus-containing Nucleophiles
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The interaction of the tri-t-butylphenyl ester of 2-diazo-1,2-dihydro-1-oxonaphthalene-5-sulphonic acid (A) and 2-diazo-1,2-dihydro-1-oxonaphthalene-5-sulphonyl chloride (B) with triphenylphosphine (I) and tris(trimethylsiloxymethyl)phosphine oxide (II) has been investigated by 31P NMR.It is shown that the interaction of compound I with compounds A and B leads to the formation of stable products; of naphtoquinone triphenylphosphazine in the former case and of 5-(2-diazo-1,2-dihydro-1-oxonaphthalene-5-sulphonylthio)-2-diazo-1(2H)-naphthalenone, dichlorotriphenylphosphorane, and triphenylphosphine oxide in the latter.In contrast to this, the reaction of compound II with compound A takes place with formation of weak 1:1 complexes.The thermodynamic and spectroscopic parameters of the complex formation reaction have been determined.
- Kalibabchuk, V. A.,Romanenko, V. D.,Kuts, V. S.
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p. 372 - 374
(2007/10/02)
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- A NEW METHOD FOR THE PREPARATION OF (2,2-DIPHENYLVINYLIDENE)-TRIPHENYLPHOSPHORANE AND ITS REACTION WITH CARBONYL COMPOUNDS
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Hexaphenylcarbodiphosphorane (I), prepared from triphenylphosphine and carbon tetrahalide, when treated with benzophenone in equimolar ratio, gave the ylide (2,2-diphenylvinylidene)triphenylphosphorane (II) which, upon further treatment with benzophenone, gave 1,3-tetraphenylallene (III) via Witting reaction.
- Verma, S.,Bokadia, M. M.
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