20430-33-5Relevant academic research and scientific papers
A family of stilbene-ethers as photolabile protecting groups for primary alcohols offers controlled deprotection based on choice of wavelength
Ho, Jinn-Hsuan,Lee, Ya-Wen,Chen, Ying-Zhe,Chen, Pin-Sian,Liu, Wei-Qi,Ding, Yi-Shun
, p. 7325 - 7332 (2013/08/23)
A novel stilbene-ether type of photolabile protecting group (PPG) for hydroxyl group has been developed. It contains a stable aryl ether group in the protected form and can be deprotected by acid-catalyzed photorearrangement under 300-nm irradiation. The selective deprotection has also been achieved by irradiation of the mixture of 4-alkoxystilbene and 2-(4-alkoxystyryl)furan at 365 nm.
Syntheses of p-terphenyls and 11,12-dihydroindeno[2,1-a]fluorene by one-pot benzannulation of Diels-Alder reactions of trans-1,2-dichloroethene and dienes
Ho, Jinn-Hsuan,Lin, Yu-Chen,Chou, Li-Ting,Chen, Ying-Zhe,Liu, Wei-Qi,Chuang, Chao-Li
supporting information, p. 1991 - 1993 (2013/04/10)
A series of substituted p-terphenyls and 11,12-dihydroindeno[2,1-a]fluorene were successfully synthesized by one-pot benzannulation of Diels-Alder reaction with 1,2-dichloroethene as an acetylene equivalent dienophile. Two chlorine atoms could be good leaving groups to easily undergo subsequent elimination reactions of Diels-Alder products at a high temperature.
Photolysis of (Arylmethyl)triphenylphosphonium Salts. Substituent, Counterion, and Solvent Effects on Reaction Products
Imrie, C.,Modro, T. A.,Rohwer, E. R.,Wagener, C. C. P.
, p. 5643 - 5649 (2007/10/02)
Quaternary (arylmethyl)phosphonium salts of the general formula ArCH2-PR3(+)Y(-) (Ar = substituted phenyl or 1-naphthyl; R = phenyl, ferrocenyl, or butyl; Y(-) = BF4(-) or halide) have been photolyzed in acetonitrile or in methanol.Photolysis involved the cleavage of the P-CH2 bond and the products derived from both, the arylmethyl radical and the carbocation, were formed.The proportion of the radical- and carbocation-derived products was determined as a function of substituents in group Ar, of groups R, counterions Y(-), and the solvent.For the nonoxidizable counterion (BF4(-), the proposed mechanism of the reaction involves initial homolysis, followed by the escape of the radical products from a solvent cage, or by the electron transfer from carbon to phosphorus, yielding the corresponding arylmethyl carbocation.The latter can either react with the solvent to form the observed carbocation-derived product or can undergo recombination with the tertiary phosphine formed to yield the starting phosphonium ion.Some indication of the "inverted substituent effect" resulting from the inhibition of single electron transfer from an easily oxidized radical was obtained.For the oxidizable counterions (halides), an additional pathway is suggested, that involves electron transfer from the anion, yielding the arylmethyl radical and the phosphine, thus decreasing the ionic/radical products ratio.
