Experimental and DFT Studies of the Electron-Withdrawing Ability of Perfluoroalkyl (R F ) Groups: Electron Affinities of PAH(R F ) n Increase Significantly with Increasing R F Chain Length

Two series of aromatic compounds with perfluoroalkyl (R ) groups of increasing length, 1,3,5,7-naphthalene(R ) and 1,3,5,7,9-corannulene(R ) , have been prepared and their electronic properties studied by low-temperature photoelectron spectroscopy (PES) (for gas-phase electron affinity measurements)...

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Bibliographic Details
Published in:Chemistry : a European journal 2018-01, Vol.24 (6), p.1441-1447
Main Authors: San, Long K, Spisak, Sarah N, Dubceac, Cristina, Deng, Shihu H M, Kuvychko, Igor V, Petrukhina, Marina A, Wang, Xue-Bin, Popov, Alexey A, Strauss, Steven H, Boltalina, Olga V
Format: Article
Language:English
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Environmental Molecular Sciences Laboratory
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Summary:Two series of aromatic compounds with perfluoroalkyl (R ) groups of increasing length, 1,3,5,7-naphthalene(R ) and 1,3,5,7,9-corannulene(R ) , have been prepared and their electronic properties studied by low-temperature photoelectron spectroscopy (PES) (for gas-phase electron affinity measurements). These and many related compounds were also studied by DFT calculations. The data demonstrate unambiguously that the electron-withdrawing ability of R substituents increases significantly and uniformly from CF to C F to n-C F to n-C F .
ISSN:0947-6539
1521-3765
DOI:10.1002/chem.201704868