TY - JOUR
T1 - Synthesis, redox properties, and electronic spectra of sterically crowded triarylphosphines conjugated with electron acceptors
AU - Sasaki, Shigeru
AU - Sasaki, Kohji
AU - Watanabe, Mariko
AU - Ogawa, Kazunobu
AU - Morita, Noboru
AU - Yoshifuji, Masaaki
N1 - Funding Information:
Received 16 September 2012; accepted 15 October 2012. We thank Grants-in-Aid for Scientific Research from the Ministry of Education, Culture, Sports, Science and Technology, Japan (Nos. 22605001, 17310063, 15550025) for financial support, Research and Analytical Center for Giant Molecules, Graduate School of Science, Tohoku University, for taking mass spectra and elemental analysis. Address correspondence to Shigeru Sasaki, Department of Chemistry, Graduate School of Science, Tohoku University, 6-3 Aramaki-Aoba, Aoba-ku, Sendai 980-8578, Japan. E-mail: ssasaki@m.tohoku.ac.jp
PY - 2013/1/1
Y1 - 2013/1/1
N2 - Synthesis, redox properties, and electronic spectra of the sterically crowded triarylphosphines conjugated with π-electron systems, especially electron acceptors such as carbonyl group, are briefly reviewed. The sterically crowded triarylphosphines conjugated with various π-electron systems were synthesized from the common synthetic intermediate, (bromoaryl)phosphine, by conventional manner. The sterically crowded triarylphosphines conjugated with the electron acceptors exhibit visible absorption and fluorescence with large Stokes shift. Large solvent effect, redshift in polar solvent, and good correlation with the difference of the oxidation potential of the phosphine moiety and the reduction potential of the acceptor moiety suggest polar excited state resulting from HOMO-LUMO transition.
AB - Synthesis, redox properties, and electronic spectra of the sterically crowded triarylphosphines conjugated with π-electron systems, especially electron acceptors such as carbonyl group, are briefly reviewed. The sterically crowded triarylphosphines conjugated with various π-electron systems were synthesized from the common synthetic intermediate, (bromoaryl)phosphine, by conventional manner. The sterically crowded triarylphosphines conjugated with the electron acceptors exhibit visible absorption and fluorescence with large Stokes shift. Large solvent effect, redshift in polar solvent, and good correlation with the difference of the oxidation potential of the phosphine moiety and the reduction potential of the acceptor moiety suggest polar excited state resulting from HOMO-LUMO transition.
KW - Triarylphosphine
KW - electronic spectrum
KW - redox potential
KW - π-electron systems
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U2 - 10.1080/10426507.2012.741163
DO - 10.1080/10426507.2012.741163
M3 - Article
AN - SCOPUS:84878309277
SN - 1042-6507
VL - 188
SP - 256
EP - 261
JO - Phosphorus, Sulfur and Silicon and the Related Elements
JF - Phosphorus, Sulfur and Silicon and the Related Elements
IS - 1-3
ER -