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Title: Syntheses, characterization, and photophysics studies of photoactive chromophore 2-naphtyl-labeled [n]-ladderanes

Journal Article · · Journal of the American Chemical Society
DOI:https://doi.org/10.1021/ja961647f· OSTI ID:437402
;  [1]
  1. Univ. of Texas, Austin, TX (United States)

The syntheses and characterization of a series of saturated ladderanes 3, oligomers of 1,3-cylobutadiene- 1,2-dicarboxylate diesters with pendant 2-naphtyl groups, are described. Absorption and fluorescence spectra provide evidence for a ground state through-space interchromophore interaction that becomes stronger with an increasing number of pendant aryl groups. A new fluorescence band ({lambda}{sub max} = 303 nm) observed in the tetramer (3c) and pentamer (3d) as blue-shifted from the monomer ({lambda}{sub max} = 335 nm) was assigned as emission from an imperfectly stacked chromophore array. Nonexponential fluorescence decays of all four oligomers, obtained by single photon counting, are accommodated well by conformations attained from a molecular mechanics geometry optimization. In the solid state, the monomeric precursor of the family, tricarbonyl[di-2-naphthylmethyl-1,2,3,4-{eta}-1,3- cyclobutadience-1,2-dicarboxylate]iron (2), exists as highly stable channel solvate under ambient conditions. 25 refs., 9 figs., 1 tab.

OSTI ID:
437402
Journal Information:
Journal of the American Chemical Society, Vol. 118, Issue 47; Other Information: PBD: 27 Nov 1996
Country of Publication:
United States
Language:
English