40171-86-6Relevant articles and documents
Bismuth (III) salts as catalysts in the opening of epoxides by amines
Oussaid, Adyl,Garrigues, Bernard,Oussaid, Boualem,Benyaquad, Fatima
, p. 2315 - 2320 (2007/10/03)
BiCl3 and Bi (OTf)3 catalyze the opening of epoxides (1-7) by amines (8-12). High regioselectivities are observed. BiCl3 et Bi (OTf)3 catalysent la reaction d'ouverture des epoxydes (1-7) par les amines (8-12). La reaction est fortement regioselective.
Triazinines: Synthesis and proteolytic decomposition of a new class of cyclic triazenes
Schmidt,Schmidt, Brigitte F.,Snyder,Snyder, Emily J.,Carroll,Carroll, Robin M.,Farnsworth,Farnsworth, David W.,Michejda,Michejda, Christopher J.,Smith R.H.,Smith Jr., Richard H.
, p. 8660 - 8665 (2007/10/03)
The reaction of 1-azido-3-chloropropane with various Grignard reagents and subsequent treatment with anhydrous isopropylamine results in the formation of the corresponding azimine. If the initial magnesium-triazene complex if first hydrolyzed with Dowex resin and then concentrated, the resultant linear triazene begins self-catalyzed cyclization to form the six- membered-ring triazenes as the major product, with HCl as the byproduct. Addition of an amine, at reduced temperature, allows for the neutralization of the byproduct, HC1, which would otherwise react with the linear triazene and the cyclic six-membered-ring triazene to form hydrolysis products. We have assigned the trivial name of triazinines to this new class of cyclic triazenes. The hydrolytic decomposition of these compounds in mixed acetonitrile-aqueous buffers predominantly forms 3-(alkylamino)-1-propanol and lesser amounts of the rearranged alcohol 1-(alkylamino)-2-propanol and N- alkyl-2-propenamine. The rate of hydrolysis of 1-alkyltriazinines is approximately equal to that of the analogous 1,3,3-trialkyltriazenes, about three times slower than that of the analogous 1-alkyltriazolines, and varies in the order ethyl > butyl > 3,3-diethoxypropyl > benzyl. As was true for other triazenes, the mechanism of the decomposition was found to be specific acid-catalyzed (A1), involving rapid reversible protonation followed by rate- limiting formation of a 3-(alkylamino)propyldiazonium ion. The slopes of the log k(obs) versus pH plots were near -1.0 The solvent deuterium isotope effect, k(H)2O/k(D)2O, was in all cases 1.0 and ranges from 0.82 for 1- benzyltriazinine to 0.89 for 1-ethyltriazinine. The activation parameters of the proteolytic decomposition of a series, 1-ethyltriazinine, 1- ethyltriazoline, 1,3,3-triethyltriazene, and 1-ethyl-3-methyltriazene, had similar values for ΔH(+) (+9 → 12 kcal/mol) and ΔS(+) (+7 → 15 eu), respectively.
Nonlineaphores and polymers incorporating such nonlineaphores
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, (2008/06/13)
Nonlinear-optic (NLO) compositions containing functionalized merocyanine dyes, such that the molecules, comprising the NLO-active compositions have a functional group at each end of the molecule and each functional group differing in reactivity, thus permitting stepwise reaction of each functional group, and NLO-active molecules prepared from hemioxonol dyes derviatived with (meth)acrylate or (meth)acrylamide groups, and their uses in devices such as second harmonic generators or polymer integrated optics.
Further Studies on a Site-specific Hydrogen Transfer Observed in Electron Capture Negative Ion Chemical Ionization Mass Spectrometry of Hydroxyamine Pentafluoropropionate Derivatives
Low, G. K.-C.,Duffield, A. M.
, p. 595 - 599 (2007/10/02)
Further studies have demonstrated that the site-specific hydrogen transfer process involved in the formation of the m/z 145 anion of β-hydroxyamine pentafluoropropionate (PFP) derivatives observed under electron capture negative ion chemical ionization conditions occurs when the two functional groups are separated by up to five carbon atoms.Deuterium labelling has established that the site specificity, transfer of a hydrogen atom from the carbon adjacent to nitrogen to the OPFP group, is maintained in 4-amino-butan-1-ol-N,O-(PFP)2.The corresponding PFP derivatives of the N-methylaminoalkanol- (PFP)2 derivatives lack the m/z 145 species with m/z 163, -, being the base anion.Substitution of alkyl groups on the carbon adjacent to oxygen results in a diminution of the ion intensity at m/z 145 with a marked increase in the intensity of m/z 144.The formation of the m/z 145 and 144 anions is proposed to proceed through the intervention of a fluoride ion-molecule complex as outlined in Scheme 1 with the product ion distribution dependent on which of the two pathways is preferred.
