3607-17-8Relevant articles and documents
Addition of water to arylidenecyclopropanes: A highly efficient method for the preparation of gem-aryl disubstituted homoallylic alcohols
Siriwardana, Amal I.,Nakamura, Itaru,Yamamoto, Yoshinori
, p. 4547 - 4550 (2003)
Arylidenecyclopropanes react with water in the presence of a catalytic amount of Cu(OTf)2 to afford the corresponding gem-aryl disubstituted homoallylic alcohols in good to excellent yields.
Ring opening of methylenecyclopropanes with halides in liquid sulfur dioxide
Le?kovskis, Kristaps,Gulbe, Krista,Mishnev, Anatoly,Turks, Māris
supporting information, (2020/10/19)
Methylenecyclopropanes (MCP) undergo ring opening reactions with group I and II metal halides and ammonium halides in liquid SO2 to afford homoallylic halides, which are versatile reagents in organic synthesis. The developed reaction conditions are compatible with acid-labile substrates such as N-Boc-protected compounds. Liquid SO2 is a polar reaction medium with Lewis acid properties that solubilizes inorganic salts. The unique properties of SO2 were demonstrated by control experiments: 1) upon performing the reactions with the aforementioned salts in conventional solvents, the MCP ring opening was not observed either in the presence of catalytic amounts of H3PO4 (similar pKa to that of H2SO3), or in the absence of H3PO4; 2) a solution of SO2 in THF exhibited similar properties to that of liquid SO2.
Strain-Promoted Oxidation of Methylenecyclopropane Derivatives using N-Hydroxyphthalimide and Molecular Oxygen in the Dark
Anderson, T. E.,Woerpel, K. A.
supporting information, (2020/07/30)
The hydroperoxidation of alkylidenecyclopropanes and other strained alkenes using an N-hydroxylamine and molecular oxygen occurred in the absence of catalyst, initiator, or light. The oxidation reaction proceeds through a radical pathway that is initiated by autoxidation of the alkene substrate. The hydroperoxides were converted to their corresponding alcohols and ketones under mild conditions.
MONO HALOGEN OR METHYL-SUBSTITUTED 5-HT2B ANTAGONISTS WITH INCREASED ACTIVITY
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Paragraph 0092, (2020/05/13)
Disclose herein are mono halogen or methyl-substituted 5-HT 2B antagonist compounds, which have been found with increased binding activity to 5-HT 2B receptor due to the substitution of halogen or methyl, and the method of using the compounds of treating or preventing a disorder mediated by 5-HT 2B.
Method for simply preparing high-purity olopatadine hydrochloride intermediate (by machine translation)
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Paragraph 0027-0047; 0073-0075, (2020/08/26)
The invention provides a simple and convenient method for preparing high-purity [3 - (dimethylamine) propyl] triphenylphosphonium bromide hydrobromide. The obtained (1,3 - bromopropyl) triphenylphosphonium bromide does not need to be separated, and is directly reacted with a dimethylamine aqueous solution in n-heptane so as to obtain [3 - 3 - (dimethylamine) propyl] triphenyl phosphonium bromide hydrobromide crude product which is obtained by hot pulping with anhydrous ethanol to obtain the high-purity [3 - 3 - (dimethylamine) propyl] triphenylphosphonium bromide hydrobromide. (by machine translation)
[C^N]-Alkenyl Gold(III) Complexes by Proximal Ring-Opening of (2-Pyridyl)alkylidenecyclopropanes: Mechanistic Insights
González, Jorge A.,López, Fernando,Mascare?as, José Luis,Nevado, Cristina,Verdugo, Felipe
supporting information, p. 20049 - 20054 (2020/09/09)
Pyridine-substituted alkylidenecyclopropanes (Py-ACPs) react with gold(III) salts under mild reaction conditions through an unprecedented, proximal ring-opening pathway, to generate highly appealing, catalytically active pyridine alkenyl [C^N]-gold(III) species. Mechanistic studies reveal that the activation of the C?C bond of the ACP takes place through an unusual concerted, σ-bond metathesis type-process.
Two Are Better Than One: A Design Principle for Ultralong-Persistent Luminescence of Pure Organics
Alam, Parvej,Leung, Nelson L. C.,Liu, Junkai,Cheung, Tsz Shing,Zhang, Xuepeng,He, Zikai,Kwok, Ryan T. K.,Lam, Jacky W. Y.,Sung, Herman H. Y.,Williams, Ian D.,Chan, Christopher C. S.,Wong, Kam Sing,Peng, Qian,Tang, Ben Zhong
, (2020/05/06)
Because of their innate ability to store and then release energy, long-persistent luminescence (LPL) materials have garnered strong research interest in a wide range of multidisciplinary fields, such as biomedical sciences, theranostics, and photonic devices. Although many inorganic LPL systems with afterglow durations of up to hours and days have been reported, organic systems have had difficulties reaching similar timescales. In this work, a design principle based on the successes of inorganic systems to produce an organic LPL (OLPL) system through the use of a strong organic electron trap is proposed. The resulting system generates detectable afterglow for up to 7 h, significantly longer than any other reported OLPL system. The design strategy demonstrates an easy methodology to develop organic long-persistent phosphors, opening the door to new OLPL materials.
Evaluation of synthetic substituted 1,2-dioxanes as novel agents against human leishmaniasis
Ortalli,Varani,Rosso,Quintavalla,Lombardo,Trombini
supporting information, p. 126 - 140 (2019/03/19)
The treatment of human leishmaniasis is currently based on few compounds that are highly toxic, expensive and have a high rate of treatment failure. A number of recent studies on new drugs focuses on natural or semi-synthetic compounds. Among them, the endoperoxide artemisinin, extracted from Artemisia annua, and some of its derivatives have shown leishmanicidal activity. In the present work, a series of structurally simple, fully synthetic 1,2-dioxanes were evaluated for in vitro antileishmanial activity against promastigotes of Leishmania donovani; the cytotoxicity for mammalian cells was also assessed. The six most promising compounds in terms of activity and selectivity were further investigated for their antileishmanial activity on the promastigote forms of L. tropica, L. major and L. infantum and against L. donovani amastigotes. The good performance in terms of potency and selectivity makes these six hits promising candidates for a preliminary lead optimization as antileishmanial agents.
Crystal structure, characterization, Hirshfeld surface analysis and DFT studies of two [propane 3-bromo-1-(triphenyl phosphonium)] cations containing bromide (I) and tribromide (II) anions: The anion (II) as a new brominating agent for unsaturated compounds
Nokhbeh, Seyed Reza,Gholizadeh, Mostafa,Salimi, Alireza,Sparkes, Hazel A.
, p. 542 - 554 (2019/06/18)
In this study, propane 3-bromo-1- (triphenyl phosphonium) bromide, I, and propane 3-bromo-1- (triphenyl phosphonium) tribromide, II, (II as a new brominating agent) were synthesized and characterized by 1H NMR, 13C NMR, 31P NMR, FT-IR, spectroscopy, Thermogravimetric Analysis, Differential thermal analysis, Differential scanning calorimetry and single crystal X-ray analysis. Density functional theory calculations (energy, structural optimization and frequencies, Natural Bond Orbital, absorption energy and binding energy) were performed by using B3LYP/6-311 G++ (d, p) level of theory. Hirshfeld surface analysis and fingerprint plots were utilized to investigate the role of bromide and tribromide anions on the crystal packing structures of title compounds. The results revealed that the change of accompanying anionic moiety can affect the directional interactions of C-H?Br hydrogen bonds between anionic and cationic units in which the H?Br with a proportion of 53.8% and 40.9% have the major contribution in the stabilization of crystal structures of I and II, respectively. Furthermore, the thermal stability of new brominating agent II with tribromide anion was compared with compound I with bromide anion. Nontoxicity, short reaction time, thermal stability, simple working up and high yield are some of the advantages of these salts.
Improved Electrocatalytic CO2 Reduction with Palladium bis(NHC) Pincer Complexes Bearing Cationic Side Chains
Deluca, Emile E.,Xu, Zhen,Lam, Jasper,Wolf, Michael O.
supporting information, p. 1330 - 1343 (2019/03/28)
Stabilizing interactions between charged electrocatalytic intermediates and a series of cationic residues were explored through the synthesis and characterization of six palladium bis(N-heterocyclic carbene) (NHC) complexes bearing unique onium functionalities. The presence of a positively charged, pendant substituent was found to mediate electrode kinetics and facilitate CO2 coordination to the catalytic center in a systematic fashion. The introduction of cationic moieties into this system is shown to enhance catalytic selectivity for the conversion of CO2 to CO by as much as 5 times that of an alkyl-bearing analog. A combination of electrochemical experiments and computational analysis demonstrates that catalyst performance benefits most from a bulky onium unit tethered to the catalyst through a flexible linker. This behavior was interpreted as a preference for a wide, hydrophobic reaction pocket that allows for the unhindered formation of catalytic intermediates and mediated interaction with the solution.