61875-82-9Relevant academic research and scientific papers
Dimerization of 1-phenylcycloalkene cation radicals dependent on their structure
Kojima, Masanobu,Kakehi, Akikazu,Ishida, Akito,Takamuku, Setsuo
, p. 2612 - 2617 (1996)
Irradiation of 1-phenylcyclopentene (1a) with 1,4-dicyanobenzene (DCNB) in acetonitrile gave [2 + 4] cycloadducts, tetralin-type dimers (2-4), together with a 2:1 adduct of 1a with DCNB (5), through an electron transfer reaction. However, similar irradiation of 1-phenylcyclohexene (1b) gave 1-cyano-2-phenylcyclohexane (7) and 1:1 adducts of 1b with DCNB (8 and 9), instead of yielding dimeric products. Transient absorption spectra obtained by pulse radiolysis and laser flash photolysis of 1a showed simultaneous formation of a new absorption band with 1/4 (max) around 480 nm, attributable to dimer cation radicals, and decreasing absorption bands for monomer cation radicals (1a.+, λ(max): 400 and 670 nm). In the case of 1b, by contrast, only absorption bands for monomer cation radicals 1b.+ were observed in a region similar to those of 1a.+. The optimized structure of the monomer olefin cation radicals, calculated by the PM3 method, suggested that, unlike the chairlike structure of 1b.+, the fully planar structure of 1a.+ would, on interacting with another neutral 1a, promote the formation of dimer cation radicals.
Nano cobalt-copper ferrite catalyzed regioselective α-C(sp3)–H cyanation of amines: Secondary, tertiary, and drug molecules
Heidarian, Mahdi,Moghaddam, Firouz Matloubi,Pourkaveh, Raheleh
, (2020/11/03)
Oxidative cyanation of sp3C–H bonds at the α position of amines was achieved using CoCuFe2O4 as a catalyst and NaCN as an inexpensive cyanide source at room temperature. CoCuFe2O4 was found to be an active catalyst for Csp [3]-Csp coupling, efficiently delivering valuable α-aminonitriles from tertiary/secondary amines in good yields. The corresponding products were obtained with high selectivity toward α position. In addition, functional group tolerance offered the opportunity for application in late-stage functionalization of biologically active molecules. This transformation proceeds convenient on a gram-scale, and the catalyst can be reused for several runs with consistent catalytic activity.
