TY - JOUR
T1 - Pyrene-cored blue-light emitting [4]helicenes
T2 - Synthesis, crystal structures, and photophysical properties
AU - Hu, Jian Yong
AU - Paudel, Arjun
AU - Seto, Nobuyuki
AU - Feng, Xing
AU - Era, Masanao
AU - Matsumoto, Taisuke
AU - Tanaka, Junji
AU - Elsegood, Mark R.J.
AU - Redshaw, Carl
AU - Yamato, Takehiko
PY - 2013/4/7
Y1 - 2013/4/7
N2 - The synthesis, crystal structures and photophysical properties of two types of pyrene-cored blue-light emitting [4]helicenes (7 and 9) are reported. The chemical structures of all synthesized compounds were fully confirmed by 1H and 13C NMR spectra, mass spectroscopy as well as elemental analysis. Single-crystal X-ray analysis of these [4]helicenes revealed that there are two types of laterally naphthalene annulated helical architectures, which are clearly influenced by different R substituents. The photophysical properties of the [4]helicenes (7 and 9) were fully investigated in both solutions and films, along with the pre-cyclization products, 4,9- and 4,10-bis(phenylethenyl)pyrenes (6 and 8). Notable optical features were obtained in these compounds, which make them promising candidates for several important applications in modern electronic and optoelectronic devices, such as blue emitters in organic light-emitting devices (OLEDs), or as models for further exploring the development of a new generation of organic materials based on pyrene.
AB - The synthesis, crystal structures and photophysical properties of two types of pyrene-cored blue-light emitting [4]helicenes (7 and 9) are reported. The chemical structures of all synthesized compounds were fully confirmed by 1H and 13C NMR spectra, mass spectroscopy as well as elemental analysis. Single-crystal X-ray analysis of these [4]helicenes revealed that there are two types of laterally naphthalene annulated helical architectures, which are clearly influenced by different R substituents. The photophysical properties of the [4]helicenes (7 and 9) were fully investigated in both solutions and films, along with the pre-cyclization products, 4,9- and 4,10-bis(phenylethenyl)pyrenes (6 and 8). Notable optical features were obtained in these compounds, which make them promising candidates for several important applications in modern electronic and optoelectronic devices, such as blue emitters in organic light-emitting devices (OLEDs), or as models for further exploring the development of a new generation of organic materials based on pyrene.
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U2 - 10.1039/c3ob27320b
DO - 10.1039/c3ob27320b
M3 - Article
C2 - 23407903
AN - SCOPUS:84874877129
SN - 1477-0520
VL - 11
SP - 2186
EP - 2197
JO - Organic and Biomolecular Chemistry
JF - Organic and Biomolecular Chemistry
IS - 13
ER -