Synthesis and spectroscopic and electrochemical studies of pyrazine- or pyridine-ring-fused tetraazachlorins, bacteriochlorins, and isobacteriochlorins.
作者： Elena A. Makarova , Ekaterina V. Dzyuina , Takamitsu Fukuda , Hironori Kaneko , Naoaki Hashimoto
DOI: 10.1021/IC801552U
关键词:
摘要: Mixed condensation of tetramethylsuccinonitrile and either 2,3-dicyano-5,6-diethylpyrazine, 2,3-dicyanopyridine, or 3,4-pyridinedicarboximide in the presence nickel chloride forms novel pyrazine-, 2,3-pyridine-, 3,4-pyridine-ring-fused tetraazachlorin (TAC), tetraazabacteriochlorin (TABC), tetraazaisobacteriochlorin (TAiBC) derivatives. All possible structural isomers were separated using repeated thin-layer chromatography have been investigated by absorption magnetic circular dichroism spectroscopy. Similarly to previously reported TAC analogues, TABC derivatives show large splitting Q band, while a single, intense band is observed for TAiBC Although spectra are practically identical shape TACs TABCs, Q-band maxima TAiBCs depend significantly on their structures. The spectroscopic properties interpreted basis electrochemical data results (time-dependent) DFT calculations.
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