1453107-46-4Relevant academic research and scientific papers
Synthesis of Selenium and Tellurium Core-Modified Azuliporphyrinogens and Benziporphyrinogens and Corresponding Carbaporphyrinoids
Ahmad, Sohail,Singhal, Anchal,Nisa, Kharu,Chauhan
, p. 11333 - 11340 (2018)
The synthesis of selenium and tellurium core-modified carbaporphyrinogens was carried out by the reaction of functional selenophene/tellurophene diols with azulene or a benzitripyrrane in the presence of acid. The products were obtained in moderate yields and were characterized by using 1H and 13C NMR, UV-vis, FT-IR, CV, and HRMS spectroscopic techniques. Further, oxidation of the obtained core-modified carbaporphyrinogens in the presence of DDQ in CHCl3 afforded the corresponding carbaporphyrins in good yields. Benziporphyrins showed no indication of a ring current or macrocyclic aromaticity as confirmed by using proton NMR spectroscopy, but the addition of TFA gave rise to the formation of weakly diatropic dications.
Near-infrared luminescent material of boron difluoride coordination-based ring-expanding porphyrin coordination compound
-
, (2020/09/16)
The invention provides a near-infrared luminescent material of boron difluoride coordination-based benzo ring-expanding porphyrin, wherein in the boron difluoride coordination compound of benzo ring-expanding porphyrin, a benzene ring substitutes a pyrrole ring, so that the stability of benzo ring-expanding porphyrin macrocyclic molecules is greatly improved. According to the invention, the emission wavelength of the benzo ring-expanding porphyrin boron difluoride coordination compound near-infrared luminescent material is in a red light range, and the material can emit strong light and is a good red light luminescent material; and compared with other benzene ring substituted porphyrins, the molecules in the near-infrared luminescent material of the invention obviously generate large red shift, so that the near-infrared luminescent material is widely applied to photodynamic research, nuclear magnetic imaging contrast agents and the like.
Synthesis of Nonaromatic and Aromatic Dithia Benzisapphyrins
Sengupta, Rima,Thorat, Kishor G.,Ravikanth, Mangalampalli
, p. 11794 - 11803 (2018/09/27)
A series of [24?€] dithia meta-benzisapphyrins and [22?€] dithia para-benzisapphyrins were synthesized by 3 + 2 condensation of appropriate benzitripyrrane with bithiophene diol under mild acid catalyzed conditions. The dithia m-benzisapphyrins and dithia p-benzisapphyrins were thoroughly characterized by HR-MS, 1D and 2D NMR, absorption, and electrochemical techniques. Our studies showed that dithia m-benzisapphyrins are nonaromatic, whereas the dithia p-benzisapphyrins are aromatic in nature. Thus, we demonstrated here that the dithiabenzisapphyrins can be made aromatic by replacing the m-phenylene moiety of the benzisapphyrin macrocycle with a p-phenylene unit. Furthermore, the studies also indicated that the aromaticity of the dithia p-benzisapphyrins was relatively more compared to the reported heterosapphyrins. The structural and spectral characteristics including aromaticity of the m-benzisapphyrins and p-benzisapphyrins were also discussed with the help of DFT, NICS, and TD-DFT studies.
Synthesis of benziporphyrins and heterobenziporphyrins and an assessment of the diatropic characteristics of the protonated species
Lash, Timothy D.,Toney, Ashley M.,Castans, Kylie M.,Ferrence, Gregory M.
, p. 9143 - 9152 (2013/10/08)
Benzitripyrranes were prepared by reacting diphenyl-substituted benzenedicarbinols with excess pyrrole in the presence of BF3· Et2O. These dipyrrolic compounds underwent acid-catalyzed condensations with a pyrrole dialdehyde to afford good yields of diphenylbenziporphyrins, and further reaction with palladium(II) acetate gave stable organometallic derivatives. The X-ray crystal structure of a palladium(II) benziporphyrin showed that the system deviates significantly from planarity. Although the benzitripyrranes failed to give stable macrocyclic products with furan or thiophene dialdehydes, they afforded tetraphenyl heterobenziporphyrins upon reaction with diphenyl-substituted furan- or thiophenedicarbinols and BF3·Et2O. Benziporphyrins and their heteroanalogues showed no indication of a diamagnetic ring current by proton NMR spectroscopy, but addition of TFA gave rise to the formation of weakly diatropic dications.
