109090-35-9Relevant academic research and scientific papers
Chemoselective Photoredox Synthesis of Unprotected Primary Amines Using Ammonia
Rong, Jiawei,Seeberger, Peter H.,Gilmore, Kerry
supporting information, p. 4081 - 4085 (2018/07/15)
Unprotected α-amino carbon radicals are produced as novel intermediates via a transformation that merges acid-promoted N-H imine generation and chemoselective photocatalytic single-electron reduction. Coupling ammonia and aldehydes/ketones allows the generation of primary amines under mild conditions without the need for protecting groups. The key intermediate can be efficiently transformed into primary (di)amines by a formal dimerization, reductive amination via hydrogen atom transfer, and arylation through radical-radical coupling.
SYNTHESIS OF 1,2-DIAMINO-1,2-DIPHENYLBUTANE BY TITANIUM INDUCED REACTION OF AMMONIA WITH ACETOPHENONE
Volckaerts, E.,Geise, H. J.,Daelmans, F.,Claereboudt, J.
, p. 497 - 502 (2007/10/02)
Reaction at room temperature of gaseous ammonia with acetophenone under the influence of low-valent titanium - prepared from TiCl3 : LiAlH4 in the molar ratio 2 : 1 - leads to formation of 2,3-diamino-2,3-diphenylbutane in a synthetically useful yield (58 percent).It is essential to simultaneously add NH3 and ketone keeping their ratio 1:1 until the ratio Ti : NH3 : ketone = 1:1:1 is reached.Mass spectral characteristics and other spectroscopic properties of the new compound and of some side compounds are discussed.A plausible mechanism of the aminative reductive ketone coupling is given.
CRYSTAL STRUCTURE OF 2,3-DIAMINO-2,3-DIPHENYLBUTANE
Bracke, B.,Volckaerts, E.,Lenstra, A. T. H.,Geise, H. J.
, p. 797 - 801 (2007/10/02)
C16H20N2, M = 240.35, monoclinic, P21/n, a = 6.800(1), b = 6.833(2), c = 14.427(2) Angstroem, β = 97.55(1) deg, V = 664.5(4) Angstroem3, Z = 2, Dx = 1.202 g cm-3, μ = 1.33 cm-1, λ(Mo-Kα) = 0.71073 Ang
