70048-90-7Relevant academic research and scientific papers
Tuning Thiophene with phosphorus: Synthesis and electronic properties of benzobisthiaphospholes
Qiu, Yunyan,Worch, Joshua C.,Chirdon, Danielle N.,Kaur, Aman,Maurer, Andrew B.,Amsterdam, Samuel,Collins, Christopher R.,Pintauer, Tomislav,Yaron, David,Bernhard, Stefan,Noonan, Kevin J. T.
supporting information, p. 7746 - 7751 (2014/07/07)
1,4-Dimercapto-2,5-diphosphinobenzene and 3,6-bis(hexyloxy)-1,4-dimercapto- 2,5-diphosphinobenzene were synthesized and combined with various acid chlorides to obtain a series of benzobisthiaphospholes. Electrochemical and photophysical properties of the substituted benzobisthiaphospholes have been evaluated, and the observed reductions are more facile than the related benzothiaphospholes and 2,6-diphenylbenzobisthiazole. A benzobisthiaphosphole with C6H 4-p-CN substituents was reduced at E1/2=-1.08 V (vs. saturated calomel electrode (SCE)). X-ray diffraction data for several of these phosphorus heterocycles has been obtained, and DFT calculations at the B3LYP level have been performed. Fused-ring systems: Energetic tuning of conjugated building blocks can be achieved by atomic modulation of aromatic architectures. A phosphorus mimic of benzodithiophene and benzobisthiazole has been synthesized and structurally characterized (see figure). The UV/Vis spectrum of the phosphorus heterocycle is significantly redshifted compared to its organic counterparts. The redox properties of the benzobisthiaphospholes have been probed and revealed reversible reductions in THF.
Synthetic tuning of electronic and photophysical properties of 2-aryl-1,3-benzothiaphospholes
Worch, Joshua C.,Chirdon, Danielle N.,Maurer, Andrew B.,Qiu, Yunyan,Geib, Steven J.,Bernhard, Stefan,Noonan, Kevin J. T.
, p. 7462 - 7469 (2013/09/02)
A series of 2-aryl-1,3-benzothiaphospholes have been synthesized from 1-mercapto-2-phosphinobenzene and a variety of acid chlorides. The structure of 2-phenyl-1,3-benzothiaphosphole was established using X-ray diffraction. The electrochemical and photophysical properties of each benzothiaphosphole are reported and some of these molecules exhibit reversible 1-electron reductions.
