1194656-69-3Relevant academic research and scientific papers
Tropylium cation-fused aromatic [26]dicarbaporphyrinoids with NIR absorptions: Synthesis, spectroscopic and theoretical characterization
Sahoo, Krushna C.,Sangeetha, Mohandas,Usharani, Dandamudi,Rath, Harapriya
, p. 161 - 170 (2020)
An easy and efficient synthetic methodology for two hitherto unknown tropylium-cation-fused Hückel aromatic [26] dicarbaporphyrinoids has been developed by acid-catalyzed Lindsey type condensation of bithiophene/biselenophene diol with azulene using BF3 · Et2O followed by oxidation with chloranil and/or DDQ. Both the macrocycles have been achieved in moderately good yields. Their structures, aromaticity and optical properties have been elucidated by NMR, UV-vis-NIR spectroscopic analyses and in-depth theoretical calculations. Both the macrocycles exhibited strongly diatropic characteristics with the UV-vis spectra closely resembling the spectra for true porphyrins. Detailed structural analyses using 1H-1H COSY, ROESY and DFT level theoretical investigations indicated fully conjugated [26]π main conjugation pathway being benefitted bythe tropylium character of the seven membered rings.
Synthesis of Imidazole-Based [30]Heptaphyrin and Stable Figure-Eight [60]Tetradecaphyrins via [5 + 2] Condensations in One Pot
Chen, Mao,Gao, Ge,Hu, Yanmei,Huang, Zhenmei,Li, Chengming,Liang, Wenbo,Su, Rongchuan,Wu, Di,You, Jingsong,Zhou, Linsen
, p. 3746 - 3750 (2021)
Derived from a Pd-catalyzed oxidative C-H/C-H coupling reaction, two giant imidazole-based [60]tetradecaphyrins adopting stable figure-eight geometry together with one [30]heptaphyrin are obtained by [5 + 2] MacDonald condensations in one pot. The directional imidazole is believed to play a vital role for the diverse cyclization and conformation stabilization.
