Li, Huaifeng; Al Dakhil, Abdullah; Lupp, Daniel; Gholap, Sandeep Suryabhan; Lai, Zhiping; Liang, Lan-Chang; Huang, Kuo-Wei(Organic Letters, American Chemical Society (ACS), 2018-10)[Article]
The first example of cobalt-catalyzed selective hydrogenation of nitriles to secondary imines is reported. The results demonstrate the significantly different selectivity compared with the previously reported cobalt catalytic system during the nitrile hydrogenation. A variety of aromatic and aliphatic nitriles are hydrogenated to the corresponding secondary imines.
Wang, Xinbo; Pan, Yupeng; Huang, Kuo-Wei; Lai, Zhiping(Organic Letters, American Chemical Society (ACS), 2015-11-06)[Article]
A facile one-pot synthesis of N-(α-peroxy)indole and N-(α-peroxy)carbazole has been developed using metal-free, organo-acid-catalyzed three-component condensation reactions of indole/carbazole, aldehyde, and peroxide. Based on the reaction discovered, a new synthetic proposal for Fumitremorgin A and Verruculogen is introduced. Such a protocol could be easily handled and scaled up in an open atmosphere with a wide substrate scope, enabling the construction of a new molecule library.
Chua, Ming Hui; Huang, Kuo-Wei; Xu, Jianwei; Wu, Jishan(Organic Letters, American Chemical Society (ACS), 2015-08-17)[Article]
The straightforward synthesis of 3,5-di(triphenylethylenyl) BODIPYs 1–3 from the condensation of 2-(triphenylethylenyl) pyrrole with aryl aldehydes are surprisingly found to produce side products that are hydrogenated at one of the two triphenylethylene substituents. It was also observed that the subsequent Scholl type reaction of 1 resulted in a “1,2-migratory shift” of one triphenylethylene substituent in addition to a ring closing reaction. Preliminary investigations, including DFT calculations and isolation of intermediates, were conducted to study these unusual observations on BODIPY chemistry.
Qi, Qingbiao; Wang, Xingzhu; Fan, Li; Zheng, Bin; Zeng, Wangdong; Luo, Jie; Huang, Kuo-Wei; Wang, Qing; Wu, Jishan(Organic Letters, American Chemical Society (ACS), 2015-01-27)[Article]
Alkoxy-wrapped N-annulated perylene (NP) was synthesized and used as a rigid and coplanar π-linker for three push-pull type metal-free sensitizers QB1-QB3. Their optical and electrochemical properties were tuned by varying the structure of acceptor. These new dyes were applied in Co(II)/(III) based dye-sensitized solar cells, and power conversion efficiency up to 6.95% was achieved, indicating that NP could be used as a new building block for the design of high-performance sensitizers in the future.
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