Repozytorium

Extreme magnetic separation of geminal protons in protonated N,N,N',-trimethyl-1,8-diaminonaphthalene. A puzzle of the fourth methyl group.

Autorzy

Valery A. Ozeryanskii

Alexander F. Pozharskii

Aleksander Filarowski

Gennady S. Borodkin

Rok wydania

2013

Czasopismo

Organic Letters

Numer woluminu

15

Strony

2194-2197

DOI

10.1021/ol400746u

Kolekcja

Naukowa

Język

Angielski

Typ publikacji

Artykuł

Streszczenie

Monoprotonated N,N,N'-trimethyl-1,8-diaminonaphthalene demonstrates fast exchange of H(in) and H(out) protons, in which a counterion (BF4(-) and Br(-) were tested) participates. The process can be frozen below 185 K revealing a tremendous magnetic separation (up to Δδ = 11.6 ppm) of these otherwise equal NH protons with the enzyme-like proton transfer and a ∼7 kcal mol(-1) energetic barrier.

Adres publiczny

http://dx.doi.org/10.1021/ol400746u

Strona internetowa wydawcy

https://www.acs.org/content/acs/en.html

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