1179982-99-0Relevant academic research and scientific papers
Subporphyrinato Boron(III) Hydrides
Tsurumaki, Eiji,Sung, Jooyoung,Kim, Dongho,Osuka, Atsuhiro
, p. 1056 - 1059 (2015)
Subporphyrinato boron(III) hydrides were prepared by reduction of subporphyrinato boron(III) methoxides with diisobutylaluminum hydride (DIBAL-H) in good yields. The authenticity of the B-H bond has been unambiguously confirmed by a 1H NMR signal that appears as a broad quartet at -2.27 ppm with a large coupling constant with the central 11B, characteristic B-H infrared stretching frequencies, and single crystal X-ray diffraction analysis. Red shifts in the corresponding absorption and fluorescence profiles are accounted for in terms of the electron-donating nature of the B-hydride. The hydridic character of subporphyrinato boron(III) hydrides has been demonstrated by the production of H2 via reaction with water or HCl, and controlled reductions of aromatic aldehydes and imines in the presence of a catalytic amount of Ph3C[B(C6F5)4].
β-Perfluoroalkylated meso -aryl-substituted subporphyrins: Synthesis and properties
Zhao, Shuai,Liu, Chao,Guo, Yong,Xiao, Ji-Chang,Chen, Qing-Yun
, p. 1674 - 1688 (2014/06/23)
A convenient and effective synthesis of various novel β- perfluoroalkylated subporphyrins has been developed. β-Trifluoromethylated subporphyrins were efficiently synthesized by the reaction of brominated subporphyrins with FSO2CF2CO2Me/CuI [with or without Pd(dba)2]. Potentially valuable β-perfluoroalkylated, β-monotetrafluorobenzo, and β-monotrifluorobenzo subporphyrins were successfully obtained by a modified sulfinatodehalogenation reaction. Photophysical and electrochemical studies on several typical perfluoroalkylated subporphyrins demonstrated that β-hexakistrifluoromethylated subporphyrins show an obviously red-shifted UV/Vis absorption band that arises from macrocycle nonplanar distortion induced by trifluoromethyl groups, but this distortion is not so severe as that of the corresponding β-octakis(trifluoromethyl)-meso- tetraphenylporphyrin. This was supported by their redox potential data. In addition, β-monotrifluorobenzo subporphyrin exhibits a special fluorescence spectrum of vibronic structure.
Axial ligand exchange reactions of meso-aryl subporphyrins - Axially fluoro-substituted subporphyrin and a μ-oxo dimer and trimer of subporphyrins
Shimizu, Soji,Matsuda, Atsushi,Kobayashi, Nagao
, p. 7885 - 7890 (2011/03/17)
High reactivity of the boron atom of mesoaryl subporphyrins enables the introduction of a broad range of functional groups to its axial position. Axially fluoro-substituted subporphyrins were easily synthesized upon treatment of axially hydroxyl-substitut
