Bond Rotation in an Aromatic Carbaporphyrin: Allyliporphyrin.
Chemistry
; 24(40): 10054-10058, 2018 Jul 17.
Article
in En
| MEDLINE
| ID: mdl-29740892
ABSTRACT
Allyliporphyrin is a carbaporphyrin that has replaced one pyrrole with an allyl group. Dynamic behavior (bond rotation) was observed by variable temperature 1 Hâ
NMR and 2D-NOESY NMR spectroscopy and theoretically examined by DFT calculations. These studies revealed that well-defined bond rotation was first observed in the limited space of the carbaporphyrin from 2 through cis-2 and the calculated rotational barrier was low enough, with the relative energy level of cis-2 only 0.65â
kcal mol-1 higher than 2. The synthesized allyliporphyrinâ
(2) is a strongly aromatic macrocycle as indicated by the chemical shifts of its inner NH and CH signals. However, its palladium complex displayed reduced aromaticity due to the tilted thiophene of Pd-2.
Full text:
1
Collection:
01-internacional
Database:
MEDLINE
Language:
En
Journal:
Chemistry
Journal subject:
QUIMICA
Year:
2018
Type:
Article