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Through-bond modulation of intramolecular electron transfer in rigidly linked donor-acceptor systems

✍ Scribed by James M. Lawson; Donald C. Craig; Michael N. Paddon-Row; Jan Kroon; Jan W. Verhoeven

Publisher
Elsevier Science
Year
1989
Tongue
English
Weight
447 KB
Volume
164
Category
Article
ISSN
0009-2614

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✦ Synopsis

Photoinduced electron transfer rates are reported for a pair of rigid bichromophoric molecules, l(8) and 3( 8), in a variety of solvents. It was found that intramolecular electron transfer in l( ) is up to five times faster than in 3( 8). X-ray crystallography revealed that the cyclopentyl ring attached to the dicyanoethylenegroup is "flatter" in 3(S) compared to l(8 ), and this results in diminished through-bond coupling in 3 (8) compared to l(8). This conclusion is reinforced by the observaGon that the calculated through-bond r[, n and n', K* interaction energies in dienes 7(6) and 9(6) are larger than those in the dlenes 8(6) and 10(6), respectively.

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