TY - JOUR
T1 - Synthesis and X-ray crystallography of bipyrroles
T2 - Impacts of a CO-π interaction on their structure
AU - Okawara, Toru
AU - Doi, Akane
AU - Ono, Toshikazu
AU - Abe, Masaaki
AU - Takehara, Kenji
AU - Hisaeda, Yoshio
AU - Matsushima, Shigenori
N1 - Funding Information:
This work was supported by Nanotechnology Platform (No. NPS13103) from The Ministry of Education, Culture, Sports, Science and Technology in Japan (MEXT).
Publisher Copyright:
© 2015 Elsevier Ltd. All rights reserved.
PY - 2015/3/11
Y1 - 2015/3/11
N2 - Crystal structures and solid-state emission properties of tetraalkyl 4,4′-dimethyl-2,2′-bipyrrole-3,3′,5,5′-tetracarboxylates (alkyl = methyl, ethyl, and isopropyl) have been investigated. Single crystal X-ray diffraction studies revealed that all bipyrroles are co-planar due to an intramolecular hydrogen bonding. The isopropyl derivative exhibited a C=O·π interaction in the solid-state and showed the longest emission wavelength because of increase in structural flexibility.
AB - Crystal structures and solid-state emission properties of tetraalkyl 4,4′-dimethyl-2,2′-bipyrrole-3,3′,5,5′-tetracarboxylates (alkyl = methyl, ethyl, and isopropyl) have been investigated. Single crystal X-ray diffraction studies revealed that all bipyrroles are co-planar due to an intramolecular hydrogen bonding. The isopropyl derivative exhibited a C=O·π interaction in the solid-state and showed the longest emission wavelength because of increase in structural flexibility.
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U2 - 10.1016/j.tetlet.2015.01.159
DO - 10.1016/j.tetlet.2015.01.159
M3 - Article
AN - SCOPUS:84923622724
SN - 0040-4039
VL - 56
SP - 1407
EP - 1410
JO - Tetrahedron Letters
JF - Tetrahedron Letters
IS - 11
ER -