ja211985k_si_003.cif (52.36 kB)
Cyclo[m]pyridine[n]pyrroles: Hybrid Macrocycles That Display Expanded π-Conjugation upon Protonation
dataset
posted on 2012-03-07, 00:00 authored by Zhan Zhang, Jong Min Lim, Masatoshi Ishida, Vladimir
V. Roznyatovskiy, Vincent M. Lynch, Han-Yuan Gong, Xiaoping Yang, Dongho Kim, Jonathan L. SesslerNovel hybrid cyclo[m]pyridine[n]pyrroles have been synthesized using Suzuki coupling.
Their NMR
and optical spectroscopic features and solid state structural parameters
provide support for the proposal that these species are best described
as locally aromatic compounds devoid of long-range intersubunit conjugation.
However, an extension of the π-conjugation in the macrocycles
can be realized through protonation, as inferred from optical spectroscopic
and X-ray diffraction-based structural studies.