62197-66-4Relevant academic research and scientific papers
The [2 + 2] Cycloaddition-Retroelectrocyclization and [4 + 2] Hetero-Diels-Alder Reactions of 2-(Dicyanomethylene)indan-1,3-dione with Electron-Rich Alkynes: Influence of Lewis Acids on Reactivity
Donckele, Etienne J.,Finke, Aaron D.,Ruhlmann, Laurent,Boudon, Corinne,Trapp, Nils,Diederich, Fran?ois
supporting information, p. 3506 - 3509 (2015/07/28)
The reaction of electrophilic 2-(dicyanomethylene)indan-1,3-dione (DCID) with substituted, electron-rich alkynes provides two classes of push-pull chromophores with interesting optoelectronic properties. The formal [2 + 2] cycloaddition-retroelectrocycliz
Gold and palladium combined for the Sonogashira coupling of aryl and heteroaryl halides
Panda, Biswajit,Sarkar, Tarunk.
, p. 817 - 829 (2013/04/10)
A highly efficient gold and palladium combined methodology for the Sonogashira coupling of a wide array of electronically and structurally diverse aryl and heteroaryl halides is described. The orthogonal reactivity of the two metals shows high selectivity and extreme functional group tolerance in Sonogashira coupling. A brief mechanistic study reveals that the gold acetylide intermediate enters into the palladium catalytic cycle at the transmetalation step. Georg Thieme Verlag Stuttgart.New York.
Click-reagent version of sonogashira coupling protocol to conjugated fluorescent alkynes with no or reduced homocoupling
Bag, Subhendu Sekhar,Kundu, Rajen,Das, Manas
experimental part, p. 2332 - 2337 (2011/05/17)
A click-reagent version of the Sonogashira-coupling protocol has been developed. Diarylalkynes with donor and/or acceptor substituents have been synthesized via this protocol at moderate to excellent yields and with no or drastically reduced quantities of
Direct CC Triple Bond Formation from the C=C Double Bond and Direct Hydroxylation into the o-Position of a Nitro Group on the Benzene Nucleus with Potassium t-Butoxide in N,N-DImethylformamide in the Air
Akiyama, Shuzo,Tajima, Kunihiko,Nakatsuji, Shin'ichi,Nakashima, Kenichiro,Abiru, Kazuko,Watanabe, Miwa
, p. 2043 - 2052 (2007/10/03)
A novel and facile method for direct CC acetylenic bond formation from the C=C double bond by treatment with potassium t-butoxide (t-BuOK) in N,N-dimethylformamide in the air has been found in a 9,10-bis(4-substituted styryl)anthracene series, in 4-substituted 4'-nitrostilbene series, and in 1-(p-nitrophenyl)-4-(p-substituted phenyl)-1,3-butadiene series; its scope and limitations have been examined.The ESR spectrum of the reaction against 4-diethylamino-4'-nitrostilbene was measured to identify an anion radical specied expected for explanation of the mechanism of the dehydrogention reaction.Further, cyclic voltammetric measurements of a series of stilbenes and diphenylacetylenes were carried out in connection with the abovw mechanism.In many cases, interestingly, the use of a large excess of t-BuOH brought about succeeding hydroxylation into the ortho-position of a nitro group on the benzene nucleus.The simple hydroxylation is useful for the synthesis of substituted 5-(arylethynyl)-2-nitrophenols, which are expected to function as non-linear optical materials with the corresponding non-hydroxy compounds.The ultraviolet-visible and fluorescence spectral properties were measured and discussed also with those of the related compounds.
Nonlinear Optical Epoxy Polymers with Polar Tolan Chromophores
Twieg, R.,Ebert, M.,Jungbauer, D.,Lux, M.,Reck, B.,et al.
, p. 19 - 24 (2007/10/02)
A variety of optically nonlinear tolan chromophores and epoxy based polymers containing them have been prepared and studied.The molecular hyperpolarizabilities of the dye chromophores have been measured by the EFISH technique while the polymers containing
The electronic structure and second-order nonlinear optical properties of donor-acceptor acetylenes: A detailed investigation of structure-property relationships
Stiegman,Graham, Eva,Perry, Kelly J.,Khundkar, Lutfur R.,Cheng,Perry, Joseph W.
, p. 7658 - 7666 (2007/10/02)
A series of donor-acceptor acetylene compounds was synthesized in which systematic in both the conjugation length and the donor-acceptor strength were made. The effect of these structural changes on the spectrcscopic electronic proprties of the molecules
Direct CC Triple Bond Formation from the C=C Double Bond with Potassium tert-Butoxide in Dimethylformamide containing Trace Amounts of Oxygen
Akiyama, Shuzo,Nakatsuji, Shin'ichi,Nomura, Kimiko,Matsuda, Kosei,Nakashima, Kenichiro
, p. 948 - 950 (2007/10/02)
A novel and facile method for direct acetylenic bond formation from the C=C double bond by treatment with KOBut in dimethylformamide has been found both in a 9,10-bis(4'-substituted styryl)anthracene series and in a 4-substituted 4'-nitro-stilb
The Synthesis and Photochemistry of p-Dimethylamino-p'-nitrodiphenylethyne: a Push-Pull Acetylene
Gallagher, Michael J.,Noerdin, Hazli
, p. 997 - 1005 (2007/10/02)
The title compound (2) was prepared as a possible precursor to a push-pull cyclobutadiene, and its photochemistry examined under a wide range of conditions.The principal reaction observed was loss of a methyl group, and no evidence for bimolecular reactio
