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ANION INDUCED REGULATION OF THE ABSORPTION MAXIMUM OF THE TWENTY TWO CARBON ANALOG OF THE JV‐RETINYLIDENE‐n‐BUTYLAMMONIUM CATION *
Author(s) -
Blatz Paul E.,
Lane Larry,
Aumiller James C.
Publication year - 1975
Publication title -
photochemistry and photobiology
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.818
H-Index - 131
eISSN - 1751-1097
pISSN - 0031-8655
DOI - 10.1111/j.1751-1097.1975.tb06746.x
Subject(s) - carbonium ion , chemistry , ion , halide , absorption (acoustics) , charge (physics) , solvent , electron affinity (data page) , dielectric , analytical chemistry (journal) , crystallography , medicinal chemistry , inorganic chemistry , molecule , physics , organic chemistry , quantum mechanics , acoustics
— This study was undertaken to further investigate the way in which the counter anion controls the Λ max of the absorption spectrum of compounds similar to N‐retinylidene‐n‐butylammonium salts (NRBA). The following relationship had been found: ΔE =ΔE o ‐F d 0 e 2 /εd 2 ; here ΔE is the observed excitation energy, e the charge on the electron, ε the dielectric constant, d 0 a constant and d the distance between centers of opposite charge as estimated from crystallographic radii. Resonance theory implies that ΔE o should be of the same numerical value as the corresponding carbonium ion which can be generated readily from the corresponding alcohol. The C 22 SB analog of NRBA was prepared and then converted to the halide salts. The Δ max of these salts was determined in several halohydrocar‐bon solvents, and ΔE o was determined by least squares for each solvent. The average value of ΔE o was found to be 653 nm, while the Λ max , for the carbonium ion was previously found to be 644 nm. The results are supportive of previous work.