51417-57-3Relevant articles and documents
Room-temperature phosphorescence-to-phosphorescence mechanochromism of a metal-free organic 1,2-diketone
Tani, Yosuke,Terasaki, Morihisa,Komura, Mao,Ogawa, Takuji
, p. 11926 - 11931 (2019)
An organic 1,2-diketone, which exhibits color change of room-temperature phosphorescence (RTP) upon mechanical stimulation, is reported. Experimental and theoretical investigations revealed that this mechanochromism is based on a molecular rotational isomerization associated with a crystalline-to-amorphous transition. In general, amorphization weakens intermolecular interactions, resulting in RTP quenching. In contrast, the present diketone shows an even higher phosphorescence quantum yield after amorphization, representing the first RTP-to-RTP mechanochromism of a metal-free organic molecule. We have disclosed that a planar conformer of the diketone, which is responsible for the RTP in the amorphous state, involves intramolecular chalcogen bonding. Having this noncovalent interaction, the diketone would be a promising platform for the design of mechanochromic and RTP-active organic materials; flexible enough for a large conformational change, while rigid enough to exhibit efficient RTP in the amorphous state.
Copper-catalyzed TEMPO oxidative cleavage of 1,3-diketones and β-keto esters for the synthesis of 1,2-diketones and α-keto esters
Zhou, Peng-Jun,Li, Cheng-Kun,Zhou, Shao-Fang,Shoberu, Adedamola,Zou, Jian-Ping
, p. 2629 - 2637 (2017/04/03)
A copper-catalyzed efficient and practical method has been developed for the synthesis of 1,2-diketones and α-keto esters. TEMPO was used as a radical initiator and scavenger, oxidizing the cleavage of α-methylene of 1,3-diketones and β-keto esters to form 1,2-diketones and α-keto esters. This method provided a general way for the formation of 1,2-dicarbonyl compounds.
Synthesis and chemistry of enantiomerically pure 10,11-dihydrodibenzo[b,f] thiepines
Wyatt, Paul,Hudson, Andrew,Charmant, Jonathan,Orpen, A. Guy,Phetmung, Hirihattaya
, p. 2218 - 2232 (2008/02/04)
Several chiral thiepines were efficiently constructed using sulfur diimidazole in combination with a variety of bislithiated carbon fragments. The sulfur atom in these thiepines is found to be unusually unreactive compared to diphenylsulfide. The Royal Society of Chemistry 2006.