77204-31-0Relevant academic research and scientific papers
2,4-Distyryl- and 2,4,6-Tristyrylpyrimidines: Synthesis and Photophysical Properties
Fecková, Michaela,Le Poul, Pascal,Guen, Fran?oise Robin-Le,Roisnel, Thierry,Pytela, Old?ich,Klikar, Milan,Bure?, Filip,Achelle, Sylvain
, p. 11712 - 11726 (2018)
The synthesis of a series of 20 new 2,4,6-tristyrylpyrimidines and three new 2,4-distyrylpyrimidines by means of combination of Knoevenagel condensation and Suzuki-Miyaura cross-coupling reaction is reported. This methodology enables us to obtain chromophores with identical or different substituent on each arm. The photophysical properties of the compounds are described. Optical properties and time-dependent density functional theory calculations indicate that photophysical properties of target compounds are mainly affected by the nature of the electron-donating group in C4/C6 positions, except when the C2 substituent is a significantly stronger electron-donating group. However, the C2 substituent has a strong influence on emission quantum yield: addition of a strong electron-donating group tends to decrease the fluorescence quantum yield, whereas a moderate electron-withdrawing group results in a significant increase of fluorescence quantum yield.
Studies on Pyrimidine Derivatives. XXX. The Palladium-Catalyzed Cross-Coupling Reaction of Iodopyrimidines with Terminal Olefinic Compounds
Sakamoto, Takao,Arakida, Hiroko,Edo, Kiyoto,Yamanaka, Hiroshi
, p. 3647 - 3656 (2007/10/02)
The influence of triphenylphosphine, used as a ligand, on the palladium-catalyzed cross-coupling reaction of iodopyrimidines with olefins such as ethyl acrylate, acrylonitrile, and styrene was investigated.In general, the addition of triphenylphosphine was concluded to retard the reaction in the pyrimidine series.The effect of triphenylphosphine in the monoazine series is also discussed.Keywords - palladium catalyst; carbon-carbon bond formation; homo-coupling reaction of N-heteroaromatic iodide; raction conditions; six-membered N-heteroaromatic iodide; substituted ethenylpyrimidine
Studies on Pyrimidine Derivatives. XX. Synthetic Utility of Hydroxymethylpyrimidines and Related Compounds
Sakamoto, Takao,Tanji, Ken-Ichi,Niitsuma, Setsuko,Ono, Takayasu,Yamanaka, Hiroshi
, p. 3362 - 3368 (2007/10/02)
The conversion of a hydroxymethyl group at the 2- or 4-position of simple pyrimidines to a chloromethyl, cyanomethyl, ethoxycarbonylmethyl, or formyl group is described.Various pyrimidines having an olefinic side chain were also synthesized via Witting reagents derived from chloromethylpyrimidines.Keywords - hydroxymethylation; chloromethylpyrimidine; cyanomethylpyrimidine; pyrimidinecarbaldehyde; Witting reaction
