17181-04-3Relevant academic research and scientific papers
Effect of the nitrogen heteroatom on the photophysics and photochemistry of trans-1-styrylnaphthalene and trans-9-styrylphenanthrene in different solvents
Bartocci, Giampiero,Mazzucato, Ugo,Spalletti, Anna
, p. 459 - 464 (1995)
The effect of the nitrogen heteroatom on the excited state properties of trans-1-styrylnaphthalene (1-StN) and trans-9-styrylphenanthrene (9-StPh) has been investigated by fluorimetric and photochemical techniques.The relaxation processes of two aza analo
Build-up of double carbohelicenes using nitroarenes: Dual role of the nitro functionality as an activating and leaving group
Su, Rongchuan,Yang, Yudong,You, Jingsong,Zhou, Fujian,Zhou, Fulin
, p. 7424 - 7428 (2020/09/09)
The construction of double carbohelicenes is highly fascinating yet challenging work. Disclosed herein is a streamlined and simplified synthetic route to double carbohelicenes starting from nitroarenes through sequential nitro-activated ortho-C-H arylation, denitrative alkenylation and intramolecular cyclodehydrogenation. In this synthetic strategy, the nitro group plays a dual role namely as a leaving group for the denitrative alkenylation and as an activating group for ortho-C-H arylation, which is distinct from those of aryl halides in a conventional coupling reaction. In this work, the palladium-catalyzed Heck-type alkenylation of nitroarenes has been presented, in which the conventionally inert Ar-NO2 bond is cleaved. This work provides a novel synthetic strategy for polycyclic aromatic hydrocarbons (PAHs). This journal is
Palladium-catalyzed annulation of 1,2-diborylalkenes and -arenes with 1-bromo-2-[(Z)-2-bromoethenyl]arenes: A modular approach to multisubstituted naphthalenes and fused phenanthrenes
Shimizu, Masaki,Tomioka, Yosuke,Nagao, Ikuhiro,Kadowaki, Tsugumi,Hiyama, Tamejiro
experimental part, p. 1644 - 1651 (2012/09/08)
(Z)-1,2-Diaryl-1,2-bis(pinacolatoboryl)ethenes underwent double-cross-coupling reactions with 1-bromo-2-[(Z)-2-bromoethenyl]arenes in the presence of [Pd(PPh3)4] as a catalyst and 3 M aqueous Cs2CO3 as a base in THF at 80 °C. The double-coupling reaction gave multisubstituted naphthalenes in good to high yields. Annulation of 1,2-bis(pinacolatoboryl)arenes with bromo(bromoethenyl)arenes in the presence of a catalyst system that consisted of [Pd2(dba)3] (dba=dibenzylideneacetone) and 2-dicyclohexylphosphino-2′,6′- dimethoxybiphenyl (SPhos) under the same conditions produced fused phenanthrenes in good to high yields. The first annulation coupling occurred regiospecifically at the bromoethenyl moiety. This procedure is applicable to the facile synthesis of polysubstituted anthracenes, benzothiophenes, and dibenzoanthracenes through a double annulation pathway by using the corresponding dibromobis[(Z)-2-bromoethenyl]benzenes as diboryl coupling partners. Copyright
ROLE OF CHARGE-TRANSFER INTERACTIONS IN PHOTOREACTIONS. VIII. FLUORESCENCE QUENCHING AND INDUCTION OF INTERSYSTEM CROSSING AND PHOTOISOMERIZATION BY INORGANIC ANIONS
Aloisi, Gian Gaetano,Elisei, Fausto,Latterini, Loredana,Galiazzo, Guido
, p. 181 - 186 (2007/10/02)
The relevance of intersystem crossing catalysis in the fluorescence quenching of n-styrylphenanthrenes (n-StPh, with n = 1, 2, 3, 9) by iodide, thiocyanate and bromide anions has been investigated.Quenching rate constants (kq) were found to dec
Role of Charge-Transfer Interactions in Photoreactions. 6. Photoinduced Electron Transfer and Trans -> Cis Isomerization for Styrylphenanthrene-Amine Systems in Acetonitrile
Aloisi, Gian Gaetano,Elisei, Fausto,Goerner, Helmut
, p. 4225 - 4231 (2007/10/02)
The decay pathways of the lowest excited singlet state (S1) of trans-n-styrylphenanthrenes (n-StPh, with the location on phenanthrene n = 1, 2, 3, 4, and 9) were studied in acetonitrile at room temperature.Fluorescence lifetimes (τF)
Role of Charge-Transfer Interactions in Photoreactions. 5. Photochemical Behavior of Exciplexes of trans-Styrylphenanthrenes and Amines
Aloisi, G. G.,Elisei, F.
, p. 5813 - 5818 (2007/10/02)
The charge-transfer interactions between the five trans-n-styrylphenanthrene isomers (t-n-StPh, with n = 1, 2, 3, 4, and 9) and amines (tributylamine (TBA), diethylaniline (DEA), and 4-bromodimethylaniline (BrDMA)) have been studied in n-hexane by measuri
Photophysical and Theoretical Studies of Photoisomerism and Rotamerism of trans-Styrylphenanthrenes
Bartocci, G.,Masetti, F.,Mazzucato, U.,Spalletti, A.,Baraldi, I.,Momicchioli, F.
, p. 4733 - 4743 (2007/10/02)
The photophysical and photochemical properties and the ground-state conformational equilibrium of trans-n-styrylphenanthrene (n-StPh, with n = 1, 2, 3, 4, 9) have been studied in inert solvents.The kinetic parameters of the competitive radiative and react
trans --> cis PHOTOISOMERIZATION AND LUMINESCENCE OF THE FIVE ISOMERIC n-STYRYLPHENANTHRENES
Galiazzo, Guido,Spalletti, Anna,Bartocci, Giampiero,Aloisi, Gian Gaetano
, p. 705 - 708 (2007/10/02)
The five isomers of trans-n-styrylphenanthrene (n-StPh, with n = 1, 2, 3, 4, 9) have been prepared by standard procedures.The 4-StPh, not described in the literature, has been spectrally and photochemically characterized.The fluorescence and trans --> cis
Photochemical and Photophysical Behaviour of 9-Styrylphenanthrene and its Aza-Analogues
Aloisi, Gian Gaetano,Mazzucato, Ugo,Spalletti, Anna,Galiazzo, Guido
, p. 107 - 118 (2007/10/02)
The photochemical and photophysical behaviour of 9-styrylphenanthrene and its pyridyl analogues, the 9-phenanthryl, n-pyridyl-ethylenes (n = 2,3,4), were studied in n-hexane and acetonitrile-water.Fluorescence spectra, quantum yields and lifetimes and trans --> cis photoisomerization quantum yields were determined for the trans isomers.The cis --> trans photoisomerization and dehydrophotocyclization quantum yields were measured for the cis isomers.The photocyclization products were isolated and characterized.The results obtained give a general picture of the competition among the various deactivating processes in these compounds.Mechanistic information is obtained also by comparison with what was found for other stilbene - like molecules. . - keyword: Styrylphenanthrenes and aza-analogues / Photoisomerization / Photocyclization / Fluorescence parameters
SYNTHESIS OF DIARYLETHYLENES WITH CONDENSED RINGS BY THE WITTIG REACTION
Listvan, V. N.,Gonchar, G. V.,Rudenko, E. S.,Onishchenko, T. A.,Stasyuk, A. P.
, p. 1528 - 1533 (2007/10/02)
The Wittig reaction was used for the synthesis of diarylethylenes containing condensed naphthalene, anthracene, phenanthrene, and pyrene rings.Unlike 9-anthracenecarbaldehyde, which gives the trans isomers almost exclusively in the Wittig reaction with ar
