59417-06-0Relevant articles and documents
Visible light promoted continuous flow photocyclization of 1,2-diketones
Frongia, Angelo,Luridiana, Alberto,Porcu, Stefania,Ricci, Pier Carlo,Secci, Francesco
supporting information, p. 3684 - 3689 (2020/06/03)
The continuous flow Norrish-Yang photocyclization of 1,2-diketones has been developed and used for the synthesis of a large number of functionalized 2-hydroxycyclobutanones, under blue light irradiation and employing acetone as a solvent. This eco-friendly procedure represents a valid alternative to the reactions carried out in batches thus reducing the reaction times, the formation of secondary products and simplifying the purification steps. The use of differently substituted diketone compounds has allowed us to obtain a wide range of 2 and 3-functionalized cyclobutanones, thus allowing the evaluation of the scope and limitations of this procedure.
Tetraaryl Cyclopentadienones: Experimental and Theoretical Insights into Negative Solvatochromism and Electrochemistry
Meitinger, Nicolas,Mengele, Alexander K.,Witas, Kamil,Kupfer, Stephan,Rau, Sven,Nauroozi, Djawed
, p. 6555 - 6562 (2020/10/02)
The synthesis of a series of tetraaryl cyclopentadienones comprising different substitution patterns is reported. Their photophysical and electrochemical properties are investigated by UV/Vis spectroscopy and cyclic voltammetry as well as by supporting quantum chemical simulations and reveal a distinct effect of substituents on the redox behavior of the molecules as well as the absorption properties of this class of compounds. While electrochemical data display a shift in reduction potential of up to 200 mV between the differently substituted cyclopentadienones, their photophysical investigations in differently polar solvents suggest a negative solvatochromic effect, although protic solvents induce a bathochromic shift. Crystal structure analyses of some derivatives confirm similarity with related cyclopentadienones while providing insight into intermolecular C–H···O and C–H···π interactions in the solid state.
PIDA/I2-Mediated α- And β-C(sp3)-H Bond Dual Functionalization of Tertiary Amines
Zhu, Yu,Shao, Li-Dong,Deng, Zhen-Tao,Bao, Ying,Shi, Xin,Zhao, Qin-Shi
, p. 10166 - 10174 (2018/08/01)
The α,β-C(sp3)-H bond dual functionalization of tertiary amines is still a challenging task for both organic and medicinal chemists. Herein a direct, mild, metal-free, and site-specific method mediated by PIDA/I2 was developed for α,
Preparation of cycloheptane ring by nucleophilic cyclopropanation of 1,2-diketones with bis(iodozincio)methane
Haraguchi, Ryosuke,Takada, Yoshiaki,Matsubara, Seijiro
supporting information, p. 241 - 247 (2015/01/09)
The nucleophilic cyclopropanation of hexa-1,5-diene-3,4-diones with bis(iodozincio)methane afforded the Zn alkoxides of cis-dialkenylcyclopropane-1,2-diols stereoselectively. The subsequent oxy-Cope rearrangement afforded the corresponding Zn alkoxides of
Synthesis and characterization of quinoxaline-based thiophene copolymers as photoactive layers in organic photovoltaic cells
Choi, Yoon-Suk,Lee, Woo-Hyung,Kim, Jae-Ryoung,Lee, Sang-Kyu,Shin, Won-Suk,Moon, Sang-Jin,Park, Jong-Wook,Kang, In-Nam
scheme or table, p. 417 - 423 (2011/12/22)
A series of new quinoxaline-based thiophene copolymers (PQx2T, PQx4T, and PQx6T) was synthesized via Yamamoto and Stille coupling reactions. The M ws of PQx2T, PQx4T, and PQx6T were found to be 20,000, 12,000, and 29,000, with polydispersity in
Synthesis and photovoltaic properties of quinoxaline-based alternating copolymers for high-efficiency bulk-heterojunction polymer solar cells
Lee, Sang Kyu,Lee, Woo-Hyung,Cho, Jung Min,Park, Song Ju,Park, Jin-Uk,Shin, Won Suk,Lee, Jong-Cheol,Kang, In-Nam,Moon, Sang-Jin
scheme or table, p. 5994 - 6001 (2012/03/08)
A series of quinoxaline-based copolymers, namely, poly[N-9″- heptadecanyl-2,7-carbazole-alt-5,5-(5′,8′-di-2-thienylquinoxaline)] (P1), poly[N-9″-heptadecanyl-2,7-carbazole-alt-5,5-(5′,8′-di- 2-thienyl-2,3-bis(4-octyloxyl)phenyl)quinoxaline] (P2), and poly
Preparation of a cycloheptane ring from a 1,2-diketone with high stereoselectivity
Takada, Yoshiaki,Nomura, Kenichi,Matsubara, Seijiro
supporting information; experimental part, p. 5204 - 5205 (2011/02/23)
Treatment of 1,6-dialkylhexa-1,5-diene-3,4-diones with bis(iodozincio) methane gave zinc alkoxides of cis-5,6-dialkylcyclohepta-3,7-diene-1,3-diol in good yields at room temperature. The reaction proceeded with high stereospecificity. Bis(iodozincio)metha
Electrochemically controlled hydrogen bonding. Electrolyte effects in an oxidation-based arylurea-amide system
Woods, Jessica E.,Ge, Yu,Smith, Diane K.
supporting information; experimental part, p. 10070 - 10071 (2009/02/04)
Oxidation of a dimethylaminophenyl-substituted urea leads to a > 2000-fold increase in binding strength between the urea and a diamide guest in 0.1 M NBu4B(C6F5)4/CH2Cl2. The strength of th
TRANSITION-METAL CHARGE-TRANSPORT MATERIALS, METHODS OF FABRICATION THEREOF, AND METHODS OF USE THEREOF
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Page/Page column 45-46; Sheet 19, (2010/02/15)
Briefly described, embodiments of this disclosure include transition-metal charge-transport materials, methods of forming transition-metal charge-transport materials, and methods of using the transition-metal charge-transport materials.
Synthesis of Symmetrically and Unsymmetrically Substituted α-Diones from Organometallic Reagents and 1,4-Dialkylpiperazine-2,3-diones
Mueller-Westerhoff, Ulrich T.,Zhou, Ming
, p. 4988 - 4992 (2007/10/02)
The reaction of an equimolar mixture of N,N'-dialkylethylenediamines and diethyl oxalate in diethyl ether or 2-propanol leads to 1,4-dialkylpiperazine-2,3-diones.As cyclic and nearly planar tetraalkyl oxamides, these compounds are able to react with 2 equiv of organolithium or Grignard compounds to form, after hydrolysis, symmetrically substituted α-diones in excellent yields.The sequential addition of 1 equiv each ot two different organolithium compounds affords unsymmetrically substituted α-diones when the more soluble longer chain dialkyl derivatives of piperazine-2,3-dione are employed.The dialkylethylenediamines can conveniently be recovered and recycled to the 1,4-dialkylpiperazine -2,3-diones in good yields.