TY - JOUR
T1 - Nitrogen Lewis Acids
AU - Pogoreltsev, Alla
AU - Tulchinsky, Yuri
AU - Fridman, Natalia
AU - Gandelman, Mark
N1 - Publisher Copyright:
© 2017 American Chemical Society.
PY - 2017/3/22
Y1 - 2017/3/22
N2 - Being a major conception of chemistry, Lewis acids have found countless applications throughout chemical enterprise. Although many chemical elements can serve as the central atom of Lewis acids, nitrogen is usually associated with Lewis bases. Here, we report on the first example of robust and modifiable Lewis acids centered on the nitrogen atom, which provide stable and well-characterized adducts with various Lewis bases. On the basis of the reactivity of nitrogen Lewis acids, we prepared, for the first time, cyclic triazanes, a class of cyclic organic compounds sequentially bearing three all-saturated nitrogen atoms (N-N-N motif). Reactivity abilities of these N-Lewis acids were explained by theoretical calculations. Properties and future applications of nitrogen Lewis acids are intriguing.
AB - Being a major conception of chemistry, Lewis acids have found countless applications throughout chemical enterprise. Although many chemical elements can serve as the central atom of Lewis acids, nitrogen is usually associated with Lewis bases. Here, we report on the first example of robust and modifiable Lewis acids centered on the nitrogen atom, which provide stable and well-characterized adducts with various Lewis bases. On the basis of the reactivity of nitrogen Lewis acids, we prepared, for the first time, cyclic triazanes, a class of cyclic organic compounds sequentially bearing three all-saturated nitrogen atoms (N-N-N motif). Reactivity abilities of these N-Lewis acids were explained by theoretical calculations. Properties and future applications of nitrogen Lewis acids are intriguing.
UR - http://www.scopus.com/inward/record.url?scp=85016158166&partnerID=8YFLogxK
U2 - 10.1021/jacs.6b12360
DO - 10.1021/jacs.6b12360
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C2 - 28240551
AN - SCOPUS:85016158166
SN - 0002-7863
VL - 139
SP - 4062
EP - 4067
JO - Journal of the American Chemical Society
JF - Journal of the American Chemical Society
IS - 11
ER -