Browsing by Subject "cleavage reactions"
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Item Rh-Catalyzed Decarbonylation of Conjugated ynones via Carbon-Alkyne Bond Activation: Reaction Scope and Mechanistic Exploration via DFT Calculations(2015-03) Dermenci, Alpay; Whittaker, Rachel E.; Gao, Yang; Cruz, Faben A.; Yu, Zhi-Xiang; Dong, Guangbin; Dermenci, Alpay; Whittaker, Rachel E.; Cruz, Faben A.; Dong, GuangbinIn this full article, detailed development of a catalytic decarbonylation of conjugated monoynones to synthesize disubstituted alkynes is described. The reaction scope and limitation has been thoroughly investigated, and a broad range of functional groups including heterocycles were compatible under the catalytic conditions. Mechanistic exploration via DFT calculations has also been executed. Through the computational study, a proposed catalytic mechanism has been carefully evaluated. These efforts are expected to serve as an important exploratory study for developing catalytic alkyne-transfer reactions via carbon-alkyne bond activation.Item Tandem Transformations Of 1,2,4-Triazol-5-Ylidenes Into 5-Amidino-1,2,4-Triazoles(2007) Korotkikh, Nikolai I.; Glinyanaya, Natalia V.; Cowley, Alan H.; Moore, Jennifer A.; Knishevitsky, Arthur V.; Pekhtereva, Tatyana M.; Shvaika, Oles P.; Cowley, Alan H.; Moore, Jennifer A.The first tandem autotransformations of heteroaromatic carbenes have been found. These reactions involve cleavage of the 1-tert-butyl-3,4-diaryl-1,2,4-triazol-5-ylidenes 1a-d to form benzonitriles and the respective carbodiimides, followed by further reactions of the latter with carbenes 1a-d to afford the 3,4-diaryl-5-(1-tert-butyl-3-arylamidin- 2- yl)-1,2,4- triazoles 5a-d. The X-ray structures of the carbene 1-tert-butyl-3-phenyl-4-n-bromophenyl-1,2,4-triazol-5-ylidene (1a) and the amidinotriazole 3-phenyl-4-p-bromophenyl-5-(1-tert-butyl-3-p-bromophenylamidin-2-yl)- 1,2,4- triazole (5a) were determined. The reactions of 1a with the electrophiles diphenylcarbodiimide, acetonitrile, and diphenyldiazomethane are also described.