13234-52-1Relevant articles and documents
Br?nsted acid-catalyzed chlorination of aromatic carboxylic acids
Yu, Zhiqun,Yao, Hongmiao,Xu, Qilin,Liu, Jiming,Le, Xingmao,Ren, Minna
, p. 685 - 689 (2021)
The chlorination of aromatic carboxylic acids with SOCl2 has been effectively performed by reacting with a Br?nsted acid as the catalyst. Based on this discovery, an efficient catalytic method that is cheaper than traditional catalytic methods was developed. 20 substrates were chlorinated offering excellent yields in a short reaction time. And the SOCl2/Br?nsted acid system has been used in a larger scale preparative reaction. A dual activation mechanism was proposed to prove the irreplaceable system of SOCl2/Br?nsted acid.
Electronic Coupling in [Mo2]-Bridge-[Mo2] Systems with Twisted Bridges
Zhang, Hong Li,Zhu, Guang Yuan,Wang, Gangyi,Meng, Miao,Liu, Chun Y.,Lei, Hao
, p. 11314 - 11322 (2015)
In order to evaluate the impact of bridge conformation on electronic coupling in donor-bridge-acceptor triad systems, two Mo2 dimers, [Mo2(DAniF)3]2[μ-1,4-{C(O)NH}2-Naph] (1, DAniF = N,N′-di(p-anisyl)formamidinate and Naph = naphthalenyl) and [Mo2(DAniF)3]2[μ-1,4-(CS2)2-2,5-Me2C6H2] (2), have been synthesized and structurally characterized. These two compounds feature a large dihedral angle (>60°) between the central aromatic ring and the plane defined by the Mo-Mo bond vectors, which is distinct from the previously reported phenylene bridged analogues [Mo2(DAniF)3]2[μ-1,4-{C(O)NH}2-ph] (I) and [Mo2(DAniF)3]2[μ-1,4-(CS2)2-C6H4] (II), respectively. Unusual optical behaviors are observed for the mixed-valence (MV) species (1+ and 2+), generated by single-electron oxidation. While 2+ exhibits a weak intervalence charge transfer (IVCT) absorption band in the near-IR region, the IVCT band is absent in the spectrum of 1+, which is quite different from what observed for I+ and II+. Optical analyses, based on superexchange formalism and Hush model, indicate that, in terms of Robin-Day classification, mixed-valence species 1+ belongs to the electronically uncoupled Class I and complex 2+, with Hab = 220 cm-1, is assigned to the weakly coupled Class II. Together with I+ and II+, the four MV complexes complete a transition from Class I to Class II-III borderline as a result of manipulating the geometric topology of the bridge. Given the structural and electronic features for the molecular systems, the impacts of electrostatic interaction (through-space) and electron resonance (through-bond) on electronic coupling are discussed.
Copper-catalyzed remote C–H arylation of polycyclic aromatic hydrocarbons (PAHs)
Fu, Zhangyi,Lan, Jingbo,Luo, Anping,Wu, Di,You, Jingsong,Zhang, Min
, p. 530 - 536 (2020)
The regioselective C–H arylation of substituted polycyclic aromatic hydrocarbons (PAHs) is a desired but challenging task. A copper-catalyzed C7–H arylation of 1-naphthamides has been developed by using aryliodonium salts as arylating reagents. This protocol does not need to use precious metal catalysts and tolerates wide variety of functional groups. Under standard conditions, the remote C–H arylation of other PAHs including phenanthrene-9-carboxamide, pyrene-1-carboxamide and fluoranthene-3carboxamide has also accomplished, which provides an opportunity for the development of diverse organic optoelectronic materials.
Injectable ester-type supramolecular gel material and application thereof
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Paragraph 0033; 0034; 0043; 0044; 0047; 0048, (2020/01/30)
The invention discloses an injectable ester-type supramolecular gel material and application thereof, and belongs to the field of biological material engineering; and the invention specifically relates to a biomedical material. A preparation method of the injectable ester-type supramolecular gel material comprises the following steps: preparing 1,4-naphthalene dicarbonyl chloride by using thionyl-chloride-acidylated 1,4-naphthalene dicarboxylic acid; esterifying the 1,4-naphthalene dicarbonyl chloride with 3-ydroxyl pyridine under ice-bath conditions so as to obtain an ester-type gel factor (bis-(3-pyridyl)-1,4-naphthalene dicarboxylate); and then, preparing the gel factor into a polyethylene glycol solution, adding a certain amount of distilled water, carrying out shaking so as to obtaina uniform mixture, and allowing the mixture to stand so as to obtain the injectable ester-type supramolecular gel material. The preparation method of the injectable ester-type supramolecular gel material is simple and rapid. The provided injectable ester-type supramolecular gel material is excellent in sustained drug release effects, and can quickly gel in the body; and moreover, the injectable ester-type supramolecular gel material is good in compatibility and easy to degrade, and has cancer cell inactivation characteristics. Thus, the injectable ester-type supramolecular gel material can beused as a drug carrier as well as an anti-tumor material; so that, the injectable ester-type supramolecular gel material has very high medical values and application prospects.
Palladium-catalyzed directing group-assisted C8-triflation of naphthalenes
Yang, Zhi-Wei,Zhang, Qi,Jiang, Yuan-Ye,Li, Lei,Xiao, Bin,Fu, Yao
supporting information, p. 6709 - 6711 (2016/06/01)
The transition-metal-catalyzed direct triflation of naphthyl amides and naphthyl ketones has been accomplished for the first time. Benzophenone (BP) was found to be a suitable ligand for the cross-coupling reactions. Density functional theory (DFT) calculations revealed that excessive amounts of HOTf inhibit the reductive elimination of the C-F bond to realize the unusual reductive elimination of the C-OTf bond.
Incorporating Pendent Fullerenes with High Refractive Index Backbones: A Conjunction Effect Method for High Refractive Index Polymers
Chen, Shuang,Chen, Dongxue,Lu, Min,Zhang, Xin,Li, He,Zhang, Xiaoyan,Yang, Xiaoming,Li, Xiaohong,Tu, Yingfeng,Li, Christopher Y.
, p. 8480 - 8488 (2015/12/12)
To achieve high refractive index polymers (HRIPs), we report here the design and synthesis of four fullerene polyesters (P1-P4), based on the conjunction effect from the high refractive index polyester backbones and pendent fullerene side chains. At sodiu
Discovery of agonists of cannabinoid receptor 1 with restricted central nervous system penetration aimed for treatment of gastroesophageal reflux disease
Plowright, Alleyn T.,Nilsson, Karolina,Antonsson, Madeleine,Amin, Kosrat,Broddefalk, Johan,Jensen, J?rgen,Lehmann, Anders,Jin, Shujuan,St-Onge, Stephane,Tomaszewski, Miros?aw J.,Tremblay, Maxime,Walpole, Christopher,Wei, Zhongyong,Yang, Hua,Ulander, Johan
, p. 220 - 240 (2013/02/25)
Agonists of the cannabinoid receptor 1 (CB1) have been suggested as possible treatments for a range of medical disorders including gastroesophageal reflux disease (GERD). While centrally acting cannabinoid agonists are known to produce psychotropic effects, it has been suggested that the CB1 receptors in the periphery could play a significant role in reducing reflux. A moderately potent and highly lipophilic series of 2-aminobenzamides was identified through focused screening of GPCR libraries. Development of this series focused on improving potency and efficacy at the CB1 receptor, reducing lipophilicity and limiting the central nervous system (CNS) exposure while maintaining good oral absorption. Improvement of the series led to compounds having excellent potency at the CB1 receptor and high levels of agonism, good physical and pharmacokinetic properties, and low penetration into the CNS. A range of compounds demonstrated a dose-dependent inhibition of transient lower esophageal sphincter relaxations in a dog model.
Enantioselective annulation reactions of bisenolates prepared through dearomatization reactions of aromatic and heteroaromatic diesters
Perez-Vazquez, Jaime,Veiga, Alberte X.,Prado, Gustavo,Sardina, F. Javier,Paleo, M. Rita
supporting information; experimental part, p. 975 - 987 (2012/04/04)
A one-pot, enantioselective strategy for the dearomatization-annulation of aromatic diesters to give a range of highly functionalized polycyclic molecules with excellent enantioselectivity is presented. This methodology is based on the reaction of bisenolates, prepared by treating aromatic diesters with trialkyltin lithium reagents, which involves a stanna-Brook rearrangement, with 1,ω-dihaloalkanes and other biselectrophiles. We have also developed experimental conditions for performing these reactions with substoichiometric amounts of the required tin reagent by in situ recycling of Me 6Sn2 into Me3SnLi with excess lithium metal, and provide a study of the scope and limitations of this synthetic methodology. The alkylation of chiral bisenolates opens a straightforward one-pot access to highly functionalized bicyclic compounds from aromatic diesters. A stanna-Brook rearrangement originates the key bisenolate intermediate. Copyright
A palladium-catalyzed multicomponent coupling approach to π-conjugated oligomers: Assembling imidazole-based materials from imines and acyl chlorides
Siamaki, Ali R.,Sakalauskas, Marc,Arndtsen, Bruce A.
supporting information; experimental part, p. 6552 - 6556 (2011/09/13)
Just like tinkertoys: An alternative approach to access imidazole-containing π-conjugated materials is presented. The imidazole core was assembled at the same time as the oligomer by the palladium-catalyzed multicomponent coupling of imines, diimines, and di(acyl chloride)s, thus providing access to families of new conjugated materials, each formed in a one-step, catalytic reaction (see scheme; Ts=4-toluenesulfonyl). Copyright
Naphthiporphyrins
Lash, Timothy D.,Young, Alexandra M.,Rasmussen, Jane M.,Ferrence, Gregory M.
experimental part, p. 5636 - 5651 (2011/09/30)
Benziporphyrins, cross-conjugated porphyrin analogues with a benzene ring in place of one of the usual pyrrole units, have varying degr es of macrocyclic aromaticity because the 6? electron arene needs to give up its aromatic characteristics to facilitate
