Abstract
Abstract (6R,15R-(+)-6,15-Dihydro-6,15-ethanonaphtho[2,3-c]pentaphene (1) was synthesized from (9R,10R)-(+)-dimethyl 9,10-dihydro-9,10-ethanoanthracene-1,5-dicarboxylate, the absolute configuration of which has been established by the X-ray Bijvoet method and chemical correlations. The CD spectrum of 1 clearly exhibits very strong positive first and negative second Cotton effects due to coupling of the 1Bb transitions (Δε268.0=+931.3 and Δε249.7=−720.8; A(=Δε1–Δε2)=+1652.1), the positive sign of the A value being in accord with the positive exciton chirality between the two long axes of the anthracene moieties in 1. The results demonstrate an ideal case of chiral exciton coupling in CD spectra, and provide evidence of the consistency between nonempirical CD exciton chirality and X-ray Bijvoet methods.
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