TY - JOUR
T1 - Cyclo[m]pyridine[n]pyrroles
T2 - Hybrid macrocycles that display expanded π-conjugation upon protonation
AU - Zhang, Zhan
AU - Lim, Jong Min
AU - Ishida, Masatoshi
AU - Roznyatovskiy, Vladimir V.
AU - Lynch, Vincent M.
AU - Gong, Han Yuan
AU - Yang, Xiaoping
AU - Kim, Dongho
AU - Sessler, Jonathan L.
PY - 2012/3/7
Y1 - 2012/3/7
N2 - Novel 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.
AB - Novel 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.
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U2 - 10.1021/ja211985k
DO - 10.1021/ja211985k
M3 - Article
C2 - 22332703
AN - SCOPUS:84863230536
SN - 0002-7863
VL - 134
SP - 4076
EP - 4079
JO - Journal of the American Chemical Society
JF - Journal of the American Chemical Society
IS - 9
ER -