TITLE:
Environmentally Friendly Syntheses of Imines Applying the Pressure Reduction Technique: Reaction Cases of Less Reactive Amines and Studies by Computational Chemistry
AUTHORS:
Shoko Suzuki, Hiroyuki Ito, Motoyoshi Noike, Shinji Ishizuka, Risehiro Nonaka, Kenji Funaki, Takeshi Kodama, Shujiro Sakaki, Tomomichi Nishino, Mina Ito, Toranosuke Takahasi, Yasuo Yokoyama
KEYWORDS:
Solvent-Free, Catalyst-Free, Pressure Reduction Technique, Imine, Computational Chemistry
JOURNAL NAME:
Green and Sustainable Chemistry,
Vol.10 No.1,
January
21,
2020
ABSTRACT: Recently, the development of environmentally friendly syntheses of imine
derivatives, which were attracting great attention for their reactivity and
structure in various fields, progressed rapidly because the concept of green
chemistry had deeply penetrated into society. In our previous work, we had reported
new synthetic methods of imine derivatives using some active amines under solvent-
and catalyst-free reaction conditions. This synthetic reaction proceeded
smoothly and target compounds were obtained in excellent yields. In this system,
when less reactive amines were used as substrates, the synthetic reaction was
not finished in the short reaction time, and the corresponding compounds were given
in moderate yields. In order to solve this point, we tried to improve the
reaction conditions of this method. Through this improvement, it was found that
pure target compounds could be obtained in excellent yields by using 1.1
equivalents of less reactive amines to aldehydes and extending the reaction
time compared with our previous work. In this paper, we will introduce the detail
of this study, and also report the result of the investigation of the reaction
property by computational chemistry.