18412-15-2Relevant academic research and scientific papers
Synthesis and Conformational Analysis of 2,11-Disila[3.3]metacyclophanes
Hayamizu, Tomoo,Maeda, Hajime,Ouchi, Takashi,Kakiuchi, Naoki,Mizuno, Kazuhiko
, p. 3934 - 3938 (2016)
Silyl-tethered [3.3]metacyclophanes were prepared and subjected to conformational analysis. The results show that these compounds exist in unprecedented anti-rich metacyclophane forms. In the case of 2,2,11,11-tetrasubstituted 2,11-disila[3.3]metacyclopha
Di(lithiomethyl)benzenes from di(chloromethyl)benzenes by a DTBB-catalysed lithiation under Barbier-type conditions
Gomez, Cecilia,Huerta, Fernando F.,Yus, Miguel
, p. 13897 - 13904 (2007/10/03)
The reaction of 1,2-, 1,3- and 1,4-di(chloromethyl)benzenes (1a-c) and different electrophiles [Pr(i)CHO, Bu(t)CHO, PhCHO, (CH2)5CO, PhCOMe, Me3SiCl] with an excess of lithium powder and a catalytic amount of DTBB (4 mol%)
Ni(0)-Catalyzed Cross Coupling of Aryl O-Carbamates and Aryl Triflates with Grignard Reagents. Directed Ortho Metalation-Aligned Synthetic Methods for Polysubstituted Aromatics via a 1,2-Dipole Equivalent
Sengupta, Saumitra,Leite, Magda,Raslan, Delio Soares,Quesnelle, Claude,Snieckus, Victor
, p. 4066 - 4068 (2007/10/02)
The first Ni(0)-catalyzed cross-coupling reactions of aryl O-carbamates and aryl triflates with Grignard reagents (Scheme I) to give diversely polysubstituted aromatics 2d and 2e (Table I) which feature regiospecificity based on directed ortho metalation (carbamate), minimal β-hydride elimination (triflate), and dependence on steric and electronic effects are described.
Main Group Conjugated Organic Anion Chemistry. 3. Application of Magnesium-Anthracene Compounds in the Synthesis of Grignard Reagents
Harvey, Stephen,Junk, Peter C.,Raston, Colin L.,Salem, Geoffrey
, p. 3134 - 3140 (2007/10/02)
Reaction of magnesium-arene compounds, , 1, and some silylanthracene, and/or tertiary amine analogues, with benzylic and allylic chlorides or bromides, and (Me3Si)3CCl, afford Grignard reagents, RMgX, in modest to high yield for chlorides and negligible to high yield for the bromides, in THF, toluene, and hexane at -10 to 20 deg C.Novel benzylic-type Grignard reagents prepared in high yield include those of 9-(chloromethyl)anthracene, 2-(chloromethyl)pyridine and 8-(chloro(or bromo)methyl)quinoline, and poly-Grignard reagents derived from 1,8-bis(chloromethyl)naphthalene, 2,2'-bis(chloromethyl)-1,1'-binaphthyl, and 1,3,5,-tris(chloro(or bromo)methyl)benzene.Grignard reagent formation occurs via electron-transfer reactions.Aryl and alkyl halides yield mainly products derived from addition of the halide across the 9,10-positions of the anthracenes, via nucleophilic substitution or collapse of a diradical cage 2+, (anthracene)-anion radical, RX-anion radical.>
The Metallation-Elimination Reaction, II. Monocyclic Anions and Polyanions
Wilhelm, Dieter,Clark, Timothy,Friedl, Thomas,Schleyer, Paul von Rague
, p. 751 - 760 (2007/10/02)
Equimolar mixtures of n-butyllithium and potassium tert-amyloxide effect metallation and metal hydride elimination of cyclic olefins directly to give conjugated anions and polyanions in a single operation. 1-Methyl-1-cycloalkenes or methylenecycloalkanes are particularly well suited and give highly unsaturated products.Odd-membered rings eliminate better than their even-membered counterparts, and eight-membered rings eliminate particularly slowly.Reactions with methyl iodide and trimethylsilyl chloride proceed smoothly in high yield.
Delocalized Dicarbanions and Higher Delocalized Carbanions
Bates, Robert B.,Hess, B. Andes,Ogle, Craig A.,Schaad, L.J.
, p. 5052 - 5058 (2007/10/02)
Simple routes to four new dianions with high resonance energy per atom (REPA) and improved preparations for several other di- and trianions are given.REPA is calculated for delocalized dicarbanions and higher delocalized carbanions which have been prepare
