15120-47-5Relevant articles and documents
Structural elucidation of an oxidation product of sedimentary porphyrins by one-pot synthesis of 3-methylphthalimide
Nomoto,Kozono,Mita,Shimoyama
, p. 1975 - 1976 (2001)
One-pot synthesis of 3-methylphthalimide was achieved from 1,2,3-trimethylbenzene. The starting compound was oxidized in two steps to produce methylphthalic acids. The o-isomer was converted into its anhydride, which was subjected to thermal reaction with urea to form 3-methylphthalimide. The product was identical with the reported oxidation product of sedimentary porphyrins.
Iron-Catalyzed, Fluoroamide-Directed C-H Fluorination
Groendyke, Brian J.,Abusalim, Deyaa I.,Cook, Silas P.
supporting information, p. 12771 - 12774 (2016/10/13)
This communication describes a mild, amide-directed fluorination of benzylic, allylic, and unactivated C-H bonds mediated by iron. Upon exposure to a catalytic amount of iron(II) triflate (Fe(OTf)2), N-fluoro-2-methylbenzamides undergo chemoselective fluorine transfer to provide the corresponding fluorides in high yield. The reaction demonstrates broad substrate scope and functional group tolerance without the use of any noble metal additives. Mechanistic and computational experiments suggest that the reaction proceeds through short-lived radical intermediates with F-transfer mediated directly by iron.
Inclusion complex containing epoxy resin composition for semiconductor encapsulation
-
, (2014/03/21)
The invention is an epoxy resin composition for sealing a semiconductor, including (A) an epoxy resin and (B) a clathrate complex. The clathrate complex is one of (b1) an aromatic carboxylic acid compound, and (b2) at least one imidazole compound represented by formula (II): wherein R2 represents a hydrogen atom, C1-C10 alkyl group, phenyl group, benzyl group or cyanoethyl group, and R3 to R5 represent a hydrogen atom, nitro group, halogen atom, C1-C20 alkyl group, phenyl group, benzyl group, hydroxymethyl group or C1-C20 acyl group. The composition has improved storage stability, retains flowability when sealing, and achieves an effective curing rate applicable for sealing delicate semiconductors.
Design and synthesis of a trifunctional chiral porphyrin with C2 symmetry as a chiral recognition host for amino acid esters
Mizutani, Tadashi,Ema, Tadashi,Tomita, Takashi,Kuroda, Yasuhisa,Ogoshi, Hisanobu
, p. 4240 - 4250 (2007/10/02)
An intrinsic chiral recognition host, (R,R)- or (S.S)-[trans-5,15-bis(2-hydroxyphenyl)-10-{2,6-bis((methoxycarbonyl)m ethyl)phenyl}-2,3,17,18-tetraethylporphyrinato]zinc(II) (1), was synthesized by the coupling between (3,3',4,4'-tetraethyl-5,5'-bis(α-hyd
Synthesis of 9-Methoxymethyl-18-methyl-2,11-dithiametacyclophane: a Dithiametacyclophane with a Protected Internal Benzylic Functional Group
Lai, Yee-Hing,Tan, Quee-May
, p. 1783 - 1788 (2007/10/02)
A synthetic route to a dithiametacyclophane with a benzylic functional (methoxymethyl) group at C9 is described.The benzylic function however had to be introduced at a later stage in the synthetic scheme to optimize the overall yield.Only the anti isomer of the desired dithiacyclophane (7) was isolated.The entire methoxymethyl group lies within the shielding zone of the opposite benzene ring as indicated in the 1H n.m.r. spectrum.Attempts to convert anti-(7) into the novel aromatic system (5b) by a rearrangement-elimination sequence however failed.
General acid catalysis in the enolization of acetone
Shelly, Kevin P.,Venimadhavan, S.,Nagarajan, K.,Stewart, Ross
, p. 1274 - 1282 (2007/10/02)
We have used iodometry to study the enolization of acetone in water catalyzed by a series of general acids, comprised of hydrochloric acid, methanesulfonic acid, 24 aliphatic monocarboxylic acids, nine aromatic monocarboxylic acids, eight aiphatic dicarboxylic acids, and 20 monoanions of dicarboxylic acids.The log k-pK profile for unbuffered solutions of strong and moderately strong acids shows a maximum near pK ca. 0.The Broensted α value for a set of eight aliphatic monocarboxylic acids in which effects of bulk, charge, and polarizability are at a minimum is 0.56.Steric effects, probably augmented by polarizability effects in some cases, cause positive deviations from the Broensted line drawn with respect to these standard acids.Anionic carboxylic acids are also more reactive than would be predicted from their equilibrium acid strengths, whereas cationic acids tend to be less reactive.Using D2O as solvent has only a small effect on the rate of carboxylic acid catalysis.Using acetone-d6 gives values of kH/kD in the range of 7.0-8.0 at 25 deg C, values consistent with proton or deuteron being transferred between two bases of comparable strength, the carboxylate anion and the enol form of acetone.Key words: general acid catalysis, enolization, Broensted relation, steric effects, deuterium isotope effects.
TANDEM ADDITION-REARRANGEMENT OF NITRILE ANIONS TO BENZYNE. A CONVENIENT SYNTHESIS OF 3-CYANO-2-ALKYL BENZOIC ACIDS AND BENZALDEHYDES.
Meyers, A. I.,Pansegrau, Paul D.
, p. 2941 - 2944 (2007/10/02)
Benzynes derived from aryloxazolines react with lithio-alkyl nitriles to give addition followed by cyclization to benzocyclobutanone imines which fragment to the title products.
SYNTHESE PHOTOCHIMIQUE D'HYDROCARBURES POLYCYCLIQUES AROMATIQUES ET ETUDE EN RMN-1H DES PROTONS DE BAIE. EFFECTS DE SOLVANT SPECIFIQUES ET EFFECTS NUCLEAIRES OVERHAUSER.
Brison, Jean,Bakker, Claude de,Defay, Nicole,Geerts-Evrard, France,Marchant, Marie-Jeanne,Martin, Richard H.
, p. 901 - 912 (2007/10/02)
"Photochemical synthesis of polycyclic aromatic hydrocarbons and NMR-1H study of bay protons.Specific solvent effects and nuclear Overhauser effects".Dinaphthoanthracene (4a),9-bromo-dinaphthoanthracene (4b), 9-methyldinaphthoanthracene (4c), benzonaphthochrysene (7), benzonaphthoanthracene (3), naphthochrysene (9) and dibenzonaphthochrysene (12) have been synthesized by the photocyclodehydrogenation of 1,2-diarylethylenes (5,8) and bis (arylvinyl)arenes (6,10).The NMR study has been mainly focused on the bay protons involved in specific solvent effects Table 4) and nuclear Overhauser effects (Table 5).