72709-30-9Relevant academic research and scientific papers
Iron-Catalysed Switchable Synthesis of Pyrrolidines vs Pyrrolidinones by Reductive Amination of Levulinic Acid Derivatives via Hydrosilylation
Wei, Duo,Netkaew, Chakkrit,Darcel, Christophe
, p. 1781 - 1786 (2019)
A selective production of pyrrolidines vs pyrrolidinones via hydrosilylation of levulinic acid and levulinates by switching of the iron complex catalyst is presented herein. The reactions proceeded efficiently with various anilines and alkylamines under both visible light irradiation and thermal conditions with 43 examples in isolated yields up to 93%. Noticeably, under similar conditions, cyclic amines such as piperidines and azepanes were efficiently synthesized with yields up to 92%, by reaction of anilines with 1,5- or 1,6-keto acids, respectively. Similarly, N-arylinsolidoline compounds can be prepared from 2-formylbenzoic acid in 57–93% yields. (Figure presented.).
Formation and behavior of intramolecular N-(styrylalkyl)aniline exciplexes
Lewis, Frederick D.,Wagner-Brennan, Jill M.,Miller, Alan M.
, p. 595 - 604 (2007/10/03)
The photophysical and photochemical behavior of several aniline spacer - styrene molecules in which the spacer is a short polymethylene chain has been investigated. Long wavelength excitation selectively excites the aniline chromophore which undergoes intramolecular quenching by the styrene to yield an intramolecular exciplex. Exciplex fluorescence is observed for both of the tertiary anilines investigated and for one of the three secondary anilines. More rapid exciplex formation in nonpolar vs. polar solvents is attributed to the necessity of desolvating the polar aniline singlet in polar solvents. Intramolecular adduct formation is the major photochemical process for the secondary anilines, but is highly inefficient for the tertiary anilines. The behavior of the intramolecular aniline-styrene exciplexes is compared to that of the styrene-amine exciplexes previously investigated in this laboratory.
