Mechanistic Study Of The Photochemical Hydroxide Ion Release From 9-hydroxy-10-methyl-9-phenyl-9,10-dihydroacridine

Author(s)

Dapeng Zhou
Renat Khatmullin
Janitha Walpita
Nicholas A. Miller
Hoi Ling Luk
Shubham Vyas
Christopher M. Hadad
Ksenija D. Glusac, Bowling Green State UniversityFollow

Document Type

Article

Abstract

The excited-state behavior of 9-hydroxy-10-methyl-9-phenyl-9,10-dihydroacridine and its derivative, 9-methoxy-10-methyl-9-phenyl-9,10-dihydroacridine (AcrOR, R = H, Me), was studied via femtosecond and nanosecond UV-vis transient absorption spectroscopy. The solvent effects on C-O bond cleavage were clearly identified: a fast heterolytic cleavage (tau = 108 ps) was observed in protic solvents, while intersystem crossing was observed in aprotic solvents. Fast heterolysis generates 10methyl-9-phenylacridinium (Acr(+)) and -OH, which have a long recombination lifetime (no signal decay was observed within 100 mu s). AcrOH exhibits the characteristic behavior needed for its utilization as a chromophore in the pOH jump experiment.

Copyright Statement

Publisher PDF

Repository Citation

Zhou, Dapeng; Khatmullin, Renat; Walpita, Janitha; Miller, Nicholas A.; Luk, Hoi Ling; Vyas, Shubham; Hadad, Christopher M.; and Glusac, Ksenija D., "Mechanistic Study Of The Photochemical Hydroxide Ion Release From 9-hydroxy-10-methyl-9-phenyl-9,10-dihydroacridine" (2012). Chemistry Faculty Publications. 130.
https://scholarworks.bgsu.edu/chem_pub/130

Publication Date

7-2012

Publication Title

Journal Of The American Chemical Society

DOI

https://doi.org/10.1021/ja3031888

Start Page No.

11301

End Page No.

11303