Beilstein J. Org. Chem.2024,20, 2954–2958, doi:10.3762/bjoc.20.248
–CH2–(CF2)n–COOCH3) with triflate as leaving group in terminal position are easily accessible and versatile building blocks for attaching long chain acids (pKa 0–1) to substrates in Williamson ether-type reactions.
Keywords: acid-functionalized porphyrin; electron-rich porphyrin; nickelporphyrin
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Graphical Abstract
Scheme 1:
Synthesis of the starting materials 16, 17, and 18 for the subsequent Williamson ether synthesis wi...
Beilstein J. Org. Chem.2020,16, 763–777, doi:10.3762/bjoc.16.70
confirm full conversion. For this reason, it may be that the ethynyl bond was not completely deprotected before the next coupling reaction. After the TBAF deprotection step, the second Sonogashira cross-coupling reaction was carried out with the nickelporphyrin 15 [41] under the same reaction conditions
significantly more enhanced, in comparison to the practically quenched fluorescence detected for the zinc-nickel dimer 16 which may be due to the electron-deficient nature of the nickelporphyrin [47]. In this instance, the excited zinc porphyrin is acting as electron donor while the electronically inactive
nickelporphyrin is acting as the acceptor. An electron/energy transfer is occurring between the two porphyrins, therefore, when the molecule is excited at the wavelength of the zinc porphyrin, the fluorescence emission ordinarily observed for the zinc porphyrin does not occur as the energy has been
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Graphical Abstract
Figure 1:
Triptycene as a scaffold and selected porphyrin and BODIPY arrays.