1779-91-5Relevant articles and documents
Solvatochromism, acidochromism and aggregation-induced emission of propeller-shaped spiroborates
Li, Kang,Cui, Jichun,Yang, Zeren,Huo, Yanmin,Duan, Wenzeng,Gong, Shuwen,Liu, Zhipeng
, p. 15002 - 15008 (2018)
Propeller-shaped pyridyl-enolato-catecholate/-salicyl spiroborates (Sborepy1-6) were synthesized. The complexes Sborepy3-6 show weak emission in fluid solution and aggregation-induced emission enhancement in the aggregation state with large Stokes shifts of 4025-5237 cm?1. Moreover, intense solid-state emissions with high Φf ranging from 25% to 37% were observed for Sborepy3-6 owing to the weak intermolecular interactions in their solid-state. The AIE and intense solid-state emission have been revealed via the X-ray diffraction analysis and theoretical calculations. Furthermore, the solvatochromism in the solution state and the potential application as a fluorescent acidic vapour sensor in the solid state of Sborepy3 and Sborepy6 were also demonstrated.
ortho-Alkylation of Pyridine N-Oxides with Alkynes by Photocatalysis: Pyridine N-Oxide as a Redox Auxiliary
Markham, Jonathan P.,Wang, Ban,Stevens, Edwin D.,Burris, Stuart C.,Deng, Yongming
supporting information, p. 6638 - 6644 (2019/04/30)
A photocatalyzed ortho-alkylation of pyridine N-oxide with ynamides and arylacetylenes has been developed, which yields a series of α-(2-pyridinyl) benzyl amides/ketones. Mechanistic studies, including electrochemical studies, radical-trapping experiments, and Stern–Volmer fluorescence quenching studies demonstrate that pyridine N-oxide serves as both a redox auxiliary and radical acceptor to achieve the mild photocatalytic single-electron oxidation of carbon–carbon triple bonds with the generation of a cationic vinyl radical intermediate.
Reactivity of 2-benzylpyridyl lithium toward benzonitrile derivatives: Addition versus elimination
Hao, Xiaomin,Qin, Lu,Xu, Mali,Chen, Xia
, p. 168 - 177 (2017/11/15)
This work investigated the reactivity of 2-benzylpyridyl lithium (2-Pyr)C(Ph)(R)Li (R = SiMe3, Li1; R = H, Li2) toward benzonitrile derivatives. Based on the different products, the reaction between lithium salts and nitriles might involve in addition, elimination and bimolecular coupling pathways, respectively. Treatment of Li1 with ArCN (Ar = Ph, p-Tolyl, o-Tolyl, p-OMePh) yielded an addition intermediate pyridyl-1-aza-allyl-lithium [{(2-Pyr)C(Ph)C(Ar)N(SiMe3)}Li]2 (1, Ar = Ph) and its corresponding hydrolysis product 2-benzylpyridyl-ketone 2–5, respectively, in which the reaction involved in a 1,3-shift of -SiMe3 group to form a dimeric pyridyl-1-aza-allyl-lithium then followed by acidic hydrolysis. The MeOLi elimination reaction between Li2 and p-MeO(C6H4)CN resulted in formation of 4-(2-benzylpyridyl)benzonitrile 6. The reaction of Li2 with p-Me(C6H4)CN in the presence of TMEDA generated a 1:2 hydrolysis adduct 2-benzylpyridyl-enaminone 7, however, in the absence of TMEDA it afforded a coupling product of bimolecular nitriles, 1-(4-methylphenyl)-2-cyanophenyl-ethanone 8. We speculated the reaction mechanisms in sequence. The crystal structures of 1 and 5–8 were analyzed.
