43019-90-5Relevant articles and documents
Investigating the core moiety of banana-shaped liquid crystals using 2H NMR coupled with quantum simulations
Domenici,Madsen,Choi,Samulski,Veracini
, p. 318 - 323 (2005)
Bent-core or 'banana-shaped' molecules have displayed an array of novel chiral liquid crystal (LC) phases. However, the descriptions of these molecules as having well defined bend angles, and possibly exhibiting shape-chirality, have limited analytical su
Dynamics of Di(propylene glycol) dibenzoate-d10 in poly(vinyl acetate) by solid-state deuterium NMR
Hetayothin, Boonta,Cabaniss, Roy A.,Blum, Frank D.
, p. 9128 - 9138 (2012)
Deuterium solid-state NMR and temperature-modulated differential scanning calorimetry were used to probe the dynamics of the plasticizer di(propylene glycol) dibenzoate (DPGDB-d10) in mixtures with poly(vinyl acetate) (PVAc). The plasticizer, d
Visible-Light-Induced Photoannulation of α-Naphthyl Cyclopropane Carboxylic Esters to Functionalized Dihydrophenalenes
Schmalz, Veronika,Koert, Ulrich
supporting information, p. 152 - 157 (2022/01/04)
A general synthetic entry to functionalized dihydrophenalenes has been found using naphthyl-cyclopropane esters as starting materials. The desired annulation was possible with visible light, Ir(Fppy)3 as photocatalyst, BnNMe2 or DABCO as electron donor, HAT-catalyst, and proton source. A broad scope of substituted naphthyl and azanaphthyl derivatives provided the photoannulation products in high yield. Deuteration studies support a photoredox mechanism involving the photoreductive cyclopropane opening to an enolate radical followed by an aryl radical trapping.
Copper-mediated C–H thiolation of (hetero)arenes using weakly coordinating directing group
Wu, Peng,Cheng, Tai-Jin,Lin, Hai-Xia,Xu, Hui,Dai, Hui-Xiong
supporting information, (2020/06/17)
We have developed a copper-mediated C–H thiolation of (hetero)arenes by using monodentate amide as weakly coordinating directing group. This protocol features excellent functional group tolerance and shows satisfactory compatibility with various heterocycles, such as indole, pyrrole, imidazole, pyridine, thiophene and quinoline. The robust nature of this protocol renders that it has potential value in the synthetic application.
Rhodium-Catalyzed Electrooxidative C?H Olefination of Benzamides
Ackermann, Lutz,Struwe, Julia,Zhang, Yan
supporting information, p. 15076 - 15080 (2020/06/20)
Metal-catalyzed chelation-assisted C?H olefinations have emerged as powerful tools for the construction of functionalized alkenes. Herein, we describe the rhoda-electrocatalyzed C?H activation/alkenylation of arenes. The olefinations of challenging electron-poor benzamides were thus accomplished in a fully dehydrogenative fashion under electrochemical conditions, avoiding stoichiometric chemical oxidants, and with H2 as the only byproduct. This versatile alkenylation reaction also features broad substrate scope and used electricity as a green oxidant.
Harnessing hypervalent iodonium ylides as carbene precursors: C-H activation of: N -methoxybenzamides with a Rh(iii)-catalyst
Mayakrishnan, Sivakalai,Tamizmani, Masilamani,Maheswari, Naryanan Uma
supporting information, p. 15462 - 15465 (2020/12/25)
Hypervalent iodonium ylides expeditiously generate carbenes which undergo domino intermolecular C-H activation followed by intramolecular condensation in the presence of N-methoxybenzamide as a starting material and a Rh(iii)-catalyst to afford dihydrophenanthridines. KIE studies and DFT calculations were performed to substantiate the mechanistic pathway. To extend the synthetic utilisation, fluorescent pyranoisocoumarins were achieved by using Rh(iii)-catalyzed peri-C-H/O-H activation/annulation reactions.
Co(III)-Catalyzed [4+1] Annulation of Amides with Allenes via C?H Activation
Boobalan, Ramadoss,Santhoshkumar, Rajagopal,Cheng, Chien-Hong
supporting information, p. 1140 - 1145 (2019/01/30)
A Co(III)-catalyzed [4+1] annulation of amides with allenes to synthesize isoindolone and 1,5-dihydro-pyrrol-2-one derivatives is reported. A wide range of aromatic and vinylic amides react with allenes to give the corresponding annulation products in good to excellent yields. The mechanistic studies strongly support that the catalytic reaction proceeds through an amide-directed C?H activation, followed by carbocobaltation of allene, β-hydride elimination, and an intramolecular 1,2-hydroamination. (Figure presented.).
Palladium-Catalyzed Electrochemical C-H Bromination Using NH4Br as the Brominating Reagent
Yang, Qi-Liang,Wang, Xiang-Yang,Wang, Tong-Lin,Yang, Xiang,Liu, Dong,Tong, Xiaofeng,Wu, Xin-Yan,Mei, Tian-Sheng
supporting information, p. 2645 - 2649 (2019/04/17)
The palladium-catalyzed electrochemical C-H bromination of benzamide derivatives under divided cells is developed, in which NH4Br serves as a brominating reagent and electrolyte. The protocol avoids the use of chemical oxidants and provides an alternative method for the synthesis of aryl bromides.
Multicomponent Synthesis of Isoindolinone Frameworks via RhIII-Catalysed in situ Directing Group-Assisted Tandem Oxidative Olefination/Michael Addition
Wang, Liang,Liu, Xi,Liu, Jian-Biao,Shen, Jun,Chen, Qun,He, Ming-Yang
supporting information, p. 765 - 769 (2018/03/07)
A RhIII-catalysed three-component synthesis of isoindolinone frameworks via direct assembly of benzoyl chlorides, o-aminophenols and activated alkenes has been developed. The process involves in situ generation of o-aminophenol (OAP)-based bidentate directing group (DG), RhIII-catalysed tandem ortho C?H olefination and subsequent cyclization via aza-Michael addition. This protocol exhibits good chemoselectivity and functional group tolerance. Computational studies showed that the presence of hydroxyl group on the N-aryl ring could enhance the chemoselectivity of the reaction.
Cp?CoIII-Catalyzed syn-Selective C-H Hydroarylation of Alkynes Using Benzamides: An Approach Toward Highly Conjugated Organic Frameworks
Bera, Sourav Sekhar,Debbarma, Suvankar,Ghosh, Avick Kumar,Chand, Santanu,Maji, Modhu Sudan
, p. 420 - 430 (2017/04/26)
Hydroarylation of internal alkynes by cost-effective CoIII-catalysis, directed by N-tert-butyl amides, is achieved to avail mono- or dihydroarylated amide products selectively in an atom and step economic way. Several important functional groups were tolerated under the reaction conditions, and syn-hydroarylation products were exclusively isolated. Notably, a 4-fold C-H hydroarylation provided a highly conjugated organic framework in one step. Kinetic study with extensive deuterium labeling experiments were performed to support the proposed mechanism.