Direct observation of reduced bond-length alternation in donor/acceptor polyenes
Abstract
There has been tremendous interest in asymmetric cyanine and merocyanine compounds because of their applications as photographic sensitizers, membrane potential probe, and photochromic dyes for all-optical memory. On the basis of UV-visible spectroscopic data, Brooker suggested that merocyanine molecules could be described by a superposition of neutral and charge-separated canonical resonance forms and that, by changing the basicity of the endgroups and/or the solvent polarity, one could tune the molecular structure from neutral and polyene-like through polar and cyanine-like (with equal contributions from neutral and charge-separated resonance forms) to highly polar, charge-separated polyene-like.
Additional Information
© 1993 American Chemical Society. Received November 16, 1992. The research described in this paper was performed in part by the Jet Propulsion Laboratory, California Institute of Technology, as part of its Center for Space Microelectronics Technology and was supported in part by the Defense Advanced Research Projects Agency (Grant No. 91-NC-146 administered by the Air Force Office of Scientific Research) and the Strategic Defense Initiative Organization, Innovative Science and Technology Office, through a contract with the National Aeronautics and Space Administration (NASA). Support from the National Science Foundation (Grant No. CHE 9106689) is also gratefully acknowledged. S.G. and G.B. thank the National Research Council and NASA for a Resident Research Associateship at JPL. C.B.G. thanks the JPL director's office for a postdoctoral fellowship. S.B. thanks JPL for a Summer Undergraduate Research Fellowship. We thank William Schaefer and Lawrence Henling for performing the crystal structure determinations of compounds 1, 2, 4, and 5.Attached Files
Supplemental Material - ja00059a067_si_001.pdf
Supplemental Material - ja2524.pdf
Supplemental Material - ja2524a.pdf
Supplemental Material - ja2524b.pdf
Files
Additional details
- Eprint ID
- 86167
- DOI
- 10.1021/ja00059a067
- Resolver ID
- CaltechAUTHORS:20180501-151528803
- NASA/JPL/Caltech
- 91-NC-146
- Defense Advanced Research Projects Agency (DARPA)
- Air Force Office of Scientific Research (AFOSR)
- Strategic Defense Initiative Organization (SDIO)
- CHE-9106689
- NSF
- National Research Council
- NASA Postdoctoral Program
- Caltech Summer Undergraduate Research Fellowship (SURF)
- Created
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2018-05-01Created from EPrint's datestamp field
- Updated
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2021-11-15Created from EPrint's last_modified field