Joran, Alvin D. and Leland, Burt A. and Geller, George G. and Hopfield, John J. and Dervan, Peter B. (1984) Models for photochemical electron transfer at fixed distances. Porphyrin-bicyclo[2.2.2]octane-quinone and porphyrin-bisbicyclo[2.2.2]octane-quinone. Journal of the American Chemical Society, 106 (20). pp. 6090-6092. ISSN 0002-7863. doi:10.1021/ja00332a062. https://resolver.caltech.edu/CaltechAUTHORS:20160511-151848505
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Abstract
We report the syntheses of three rigidly linked side-by-side porphyrinquinone molecules 2-4 whose edge-to-edge distances are fixed at 6, 10, and 14 Å (Figure 1). The spacer units bicyclo[2.2.2]octane and bibicyclo[2.2.2]octane prevent translational displacement and only allow rotational freedom. Our preliminary studies of the fluorescence yields of both the free base PLQ 2a-4a and Zn PLQ 2b-4b systems, relative to 1, a similar porphyrin not equipped with a quinone, reveal a distance dependence. This suggests that 2-4 will be useful systems for studying the incremental effect of distance on photochemical electron transfer from excited-state porphyrins to quinones.
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| Additional Information: | © 1984 American Chemical Society. Received June 11, 1984. We are grateful to the National Science Foundation (CHE-8305790 and DMR-8107494) and to the Southern California Regional NMR Facility (NSF Grant 7916324) for generous support of this research. Contribution No. 7046, Division of Chemistry and Chemical Engineering, California Institute of Technology, Pasadena, California 91125. | |||||||||
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| Issue or Number: | 20 | |||||||||
| DOI: | 10.1021/ja00332a062 | |||||||||
| Record Number: | CaltechAUTHORS:20160511-151848505 | |||||||||
| Persistent URL: | https://resolver.caltech.edu/CaltechAUTHORS:20160511-151848505 | |||||||||
| Official Citation: | Models for photochemical electron transfer at fixed distances. Porphyrin-bicyclo[2.2.2]octane-quinone and porphyrin-bisbicyclo[2.2.2]octane-quinone Alvin D. Joran, Burt A. Leland, George G. Geller, John J. Hopfield, and Peter B. Dervan Journal of the American Chemical Society 1984 106 (20), 6090-6092 DOI: 10.1021/ja00332a062 | |||||||||
| Usage Policy: | No commercial reproduction, distribution, display or performance rights in this work are provided. | |||||||||
| ID Code: | 67020 | |||||||||
| Collection: | CaltechAUTHORS | |||||||||
| Deposited By: | Victoria Brennan | |||||||||
| Deposited On: | 19 May 2016 20:51 | |||||||||
| Last Modified: | 11 Nov 2021 00:25 |
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