Search results for "BOND"

1977

Methacryloyloxyalkyltrimethylammonium chlorides (1a–c) with different alkyl chain lengths were synthesized and polymerized radically with 4,4′-azobis(4-cyanovalerianic acid) and K2S2O8 as initiators. With K2S2O8 as initiator, reaction orders of 0,5 and 1 with respect to initiator and monomer, were found. For the ionic monomers with longer alkyl chains the ratio of rate constants kp(2fkd/kt)0,5 was determined over a wide concentration range. It was found that with decreasing monomer concentration the ratio of rate constants increases, which is caused by a diminished termination rate because of an increased electrostatic repulsion of the ionic polymer radicals in dilute solution (increase of …

Enantioselective Ester Hydrolysis Catalyzed by Imprinted Polymers. 2,

2000

Highly cross-linked network polymers prepared by molecular imprinting catalyzed enantioselectively the hydrolysis of N-tert-butoxycarbonyl phenylalanine-p-nitrophenyl ester (BOCPheONP). The templates were designed to allow incorporation of the key catalytic elements, found in the proteolytic enzyme chymotrypsin, into the polymer active sites. Three model systems were evaluated. These were constructed from a chiral phosphonate analogue of phenylalanine (series A, C) or L-phenylalanine (series B) attached by a labile ester linkage to an imidazole-containing vinyl monomer. Free radical copolymerization of the template with methacrylic acid (MAA) and ethylene glycol dimethacrylate (EDMA) gave a…

ChemInform Abstract: Synthesis of Plagiochiline N from Santonin.

2010

This article reports the transformation of O-acetylisophotosantonin, obtained by photochemical rearrangement of santonin, into plagiochiline N, an ent-2,3-secoaromadendrane isolated from Plagiochila ovalifolia. The synthesis was carried out in a sequence involving as the key steps (a) the substitution of the lactone moiety by a gem-dimethylcyclopropane ring through a synthetic intermediate having a C(6)-C(7) double bond and (b) the ozonolysis of the C(2)-C(3) bond followed by cyclization to the dihydropyran ring characteristic of plagiochiline N. Spectroscopic data of the synthetic product fully coincided with the reported data for the natural product.

Cycloaddition of benzothiete and electron-deficient nitriles

1991

The o-quinoid 8π electron system 2, generated by thermal ring opening of benzothiete (1), enters regio-specific [8π + 2π] cycloaddition reactions with electron-deficient nitriles 3a-d, yielding the 4H-1,3-benzothiazines 4a-d. A competitive dimerization of 1 leads to 1,5-dibenzo[b,f]dithiocin (5). Depending on the nitrile further competitive or subsequent reactions (2 + 3b 7b, 2 + 3d 4d 8d) can occur. The cycloadducts 10e and 11e gained from 3e anticipate a primary cleavage of 3e to methylisothiocyanate 9e which reacts at the CN double bond as well as at the CS double bond.

1986

A procedure is described for the preparation of a block copolymer with A-B-A sequences in which ω-ω′-dihydroxy-poly-(ethylene glycol) is inserted between two polymeric monoacidic chains of polycaproamide and bonded to them by means of ester links. The resulting material was characterized. The copolymer is isomorphous with the polycaproamide. Thermal treatments induce a crystalline transition γ α as in polycaproamide. The influence of the moisture content on the glass transition temperature and on the storage modulus is discussed. Ein Verfahren zur Herstellung eines Blockcopolymers mit A-B-A-Sequenzen wird beschrieben. In dem Copolymer ist ω-ω′-Dihydroxy-polyethylenglycol uber Esterbindungen…

β-(3,6,9-Trimethyl-9-xanthenyl)propionic acid

2007

The title compound, C19H20O3, was obtained, among other condensation products, from the reaction of meta-cresol and levulinic acid. The pyrane ring closure does not alter significantly the environment of the ethereal linkage in comparison with diaryl ethers. The deformations of the endocyclic valence angles in the benzene rings, centred on the C atoms substituted with alkyl groups, is greater than expected. The mol­ecular packing is influenced by O—H⋯O hydrogen bonds, leading to centrosymmetric dimers.

ChemInform Abstract: Sustainable Carbon-Carbon Bond Formation Catalyzed by New Oxamate-Containing Palladium(II) Complexes in Ionic Liquids.

2014

New and versatile bis(oxamato)palladate(II) complexes (I) are synthesized and investigated for both Suzuki and Heck coupling reactions in molten tetra-n-butylammonium bromide as ionic liquid.

ChemInform Abstract: A Liquid-Liquid Biphasic Homogeneous Organocatalytic Aldol Protocol Based on the Use of a Silica Gel Bound Multilayered Ionic Li…

2012

Key feature of the title protocol is the use of a cis-ion-tagged proline dissolved in a liquid film on a multilayered ionic liquid covalently bound to silica. The resulting catalytically active material is soaked in cyclohexanone and water to form a semi-transparent gel which then reacts with the aldehyde.

Rearrangement of Germacranolides. Synthesis and Absolute Configuration of Elemane and Heliangolane Derivatives from Cnicin

2003

A study of the Cope rearrangement of 15-oxo-germacranolides to 15-oxo-elemanolides has been carried out. The synthesis of two natural elemanolides, isolated from Centaurea paui, and an efficent isomerization of the C-4/C-5 double bond of 15-oxo-germacranolides to form heliangolides are reported. The absolute configuration of all the compounds has been ascertained. (© Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2003)

ChemInform Abstract: Modified Photobehavior of Carboxylic Acid Derivatives Induced by Protonation.

1987

Abstract A series of carboxylic acid derivatives 1–6 containing a second interacting function have been converted into the corresponding O -protonated species or acylium ions upon treatment with 96% sulfuric acid or oleum, respectively, at room temperature. The resulting stable cations have been spectroscopically characterized and submitted to irradiation. Cis-trans photoisomerization was observed in the ionic speciesderived from trans -crotonic, fumaric and maleic acids, and maleic anhydride. By contrast protonated crotonolactone 5a+ was found to be photostable. Finally, protonated α-bromobutyrolactone 6a+ was clean and efficiently dehydrohalogenated to 5a+ upon irradiation. Since the norm…