60127-17-5

Upstream product

• 33670-29-0 (4-nitrobenzyl)triphenylphosphonium bromide 
• 642-31-9 9-anthracene aldehyde 
• 2417-77-8 9-bromoethylanthracene 
• 24463-19-2 anthracenylmethyl chloride 
• 943315-82-0 anthracen-9-yl-(5,5-dimethyl-2-oxo-2λ⁵-[1,3,2]-dioxaphosphinan-2-yl)methanol 
• 943315-83-1 2-[anthracen-9-yl-(chloro)methyl]-5,5-dimethyl-[1,3,2]-dioxaphosphinan-2-one 
• 555-16-8 4-nitrobenzaldehdye 
• 2609-49-6 diethyl p-nitrobenzylphosphonate 
• 100-11-8 1-bromomethyl-4-nitro-benzene 
• 51042-50-3 4-nitrobenzyltriphenylarsonium bromide 
• 33895-18-0 anthracen-9-ylmethyltriphenylphosphonium bromide 

Downstream Products

• 170461-47-9 9-((4-nitrophenyl)ethynyl)anthracene 

Relevant academic research and scientific papers

Synthesis and antiproliferative action of a novel series of maprotiline analogues

The synthesis of a diverse library of compounds structurally related to maprotiline, a norepinephrine reuptake transporter (NET) selective antidepressant which has recently been identified as a novel in vitro antiproliferative agent against Burkitt's lymp

New anthracenyl-substituted phosphonates: Synthesis and utility

Chlorination of α-hydroxyphosphonate anthracen-9-yl(5,5-dimethyl-2- oxo-2λ5-1,3,2-dioxaphosphinan-2-yl)methanol (11) using thionyl chloride unexpectedly yields 10-(5,5-dimethyl-2-oxo-2λ5-1,3, 2-dioxaphosphinan-2-ylmethylene)anthracen

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

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.

Excited-State Properties of trans-1-(9-Anthryl)-2-(4-R-phenyl)ethylenes with Electron-Donating and -Accepting Substituents (R=N(CH3)2, OCH3, CH3, Br, CN, and NO2)

The decay pathways of the lowest excited singlet state (1t*) of trans-1-(9-anthryl)-2-(4-R-phenyl)ethylenes (trans-R-StAs, where R=N(CN3)2, OCH3, CH3, Br, CN, and NO2 on the 4-position of the styryl) were studied in solution at room and low temperatures.Fluorescence lifetime (τf) and quantum yield (Φf) as well as the yield (ΦT) and spectral and kinetic properties of the lowest triplet state were determined by steady-state and transient techniques.The solvent polarity has a large effect on the Stokes shift for (H3C)2N- and O2N-StA, the two derivatives with the strongest electron-donating and -accepting substituents.The smallest changes in Φf and ΦT, in comparison with the case of parent 9-StA, are caused by the Br or CH3 groups.For O2N- and (H3C)2N-StA, and to a lesser degree for NC- and H3CO-StA, Φf and τf become significantly smaller with increasing solvent polarity.Efficient deactivation by charge transfer via an excited singlet state with essentially trans configuration (A*) is proposed for these derivatives.The 1t*->A* relaxation pathway in polar solvents is activated and competes with fluorescence and intersystem crossing.For NC-, H3CO-, and (H3C)2N-StA at room temperature trans->cis photoisomerization occurs with substantial quantum yield (Φt->c) in those solvents in which the presence of the postulated A*-state efficiency reduces fluorescence and intersystem crossing.A contribution of a triplet mechanism to trans->cis photoisomerization can be excluded throughout.A special case is O2N-StA, which exhibits virtually no photochemistry in both nonpolar and polar solvents, but Φt->c is up to 0.2 in slightly polar solvents, e.g., toluene.

A Stereoselective Synthesis of Olefins by a New Semi-stabilized Phosphonium Ylide

A new semi-stabilized phosphonium ylide, viz. (9-anthrylmethylene)triphenylphosphorane (2) generated by the action of sodium hydride or sodamide in benzene or sodium methoxide in methanol on (9-anthrylmethyl)triphenylphosphonium bromide (1), has been reacted with substituted aromatic aldehydes (3) to give exclusively the trans-1-(9-anthryl)-2-substituted-arylethylenes (4).The variation of solvents and bases has no effect on the stereoselectivity of the reaction.The trans-geometry of 4 has been established by IR and PMR spectral data.

Effect of Bulky Size of Carbonyl Systems on Betaine Decomposition of Semi-stablized Arsonium Ylids

Reactions of substituted benzylidentriphenylarsenanes (2a-i) with 9-anthraldehyde and 9-fluorenone have been studied using benzene-sodamide, chloroform-sodium hydride and methanol-sodium ethoxide as solvent-base pairs.In all the cases olefins (5a-i and 6a-i) are formed exclusively.Variation of solvents and bases has no effect on the course of betaine decomposition formed by the nucleophilic attack of ylids on carbonyl systems.