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@article{1457977, author = {Phulwale, Bhimrao Vaijnath and Mishra, Sushil Kumar and Mazal, Ctibor}, article_location = {Oxford}, article_number = {27}, doi = {http://dx.doi.org/10.1016/j.tet.2018.05.025}, keywords = {Macrocycles; Phenanthrene; Donor-acceptor; Solvatochromism; Intramolecular charge transfer; Sonogashira cross-coupling}, language = {eng}, issn = {0040-4020}, journal = {Tetrahedron}, title = {Synthesis and properties of pi-conjugated donor-acceptor macrocycles derived from phenanthrylene building blocks}, url = {https://www.sciencedirect.com/science/article/pii/S0040402018305428?via%3Dihub}, volume = {74}, year = {2018} }
TY - JOUR ID - 1457977 AU - Phulwale, Bhimrao Vaijnath - Mishra, Sushil Kumar - Mazal, Ctibor PY - 2018 TI - Synthesis and properties of pi-conjugated donor-acceptor macrocycles derived from phenanthrylene building blocks JF - Tetrahedron VL - 74 IS - 27 SP - 3616-3623 EP - 3616-3623 PB - ERGAMON-ELSEVIER SCIENCE LTD SN - 00404020 KW - Macrocycles KW - Phenanthrene KW - Donor-acceptor KW - Solvatochromism KW - Intramolecular charge transfer KW - Sonogashira cross-coupling UR - https://www.sciencedirect.com/science/article/pii/S0040402018305428?via%3Dihub N2 - Phenanthrylene-ethynylidene macrocycles combining electron donor and electron acceptor subunits in their shape-persistent fully conjugated core were synthesized. The donor subunits consisted of two 9,10-dialkoxyphenanthrenes linked either with 1,2-ethynylidene or 2,5-thienylene bridge. The acceptors were 9,10-phenanthroquinone and dibenzoquinoxaline and dibenzophenazines derived from it. Solvatochromic photoluminescence from intramolecular-charge-transfer (ICT) excited state was observed mainly in non-polar solvents. In more polar solvents, the excited states favor non-radiative relaxation. DFT calculated HOMO/LUMO energies of the macrocycles correlate well with spectroscopic and electrochemical data. In the series of substituted dibenzophenazine acceptors a good correlation with Hammett substituent constants sigma(-)(p) was found. (C) 2018 Elsevier Ltd. All rights reserved. ER -
PHULWALE, Bhimrao Vaijnath, Sushil Kumar MISHRA a Ctibor MAZAL. Synthesis and properties of pi-conjugated donor-acceptor macrocycles derived from phenanthrylene building blocks. \textit{Tetrahedron}. Oxford: ERGAMON-ELSEVIER SCIENCE LTD, 2018, roč.~74, č.~27, s.~3616-3623. ISSN~0040-4020. Dostupné z: https://dx.doi.org/10.1016/j.tet.2018.05.025.
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