American Chemical Society
ja400416r_si_003.cif (15.7 kB)

Twisted Tethered Tolanes: Unanticipated Long-Lived Phosphorescence at 77 K

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posted on 2013-02-13, 00:00 authored by Sebastian Menning, Maximilian Krämer, Benjamin A. Coombs, Frank Rominger, Andrew Beeby, Andreas Dreuw, Uwe H. F. Bunz
Influencing the communication within a conjugated system as diphenylacetylene is a challenging subject in molecular electronics. Some examples of twisted tolanes are known, where high twists have been achieved in the solid state by steric encumbrance. The insertion of a spacer system is an alternative way to tailor rotation. Only a few examples of such tethered tolanes exist, and they all suffer from small twist angles (<35°). We report on tolanophanes containing a malonyl tether, where twist angles of almost 80° were reached. Long-lived phosphorescence (4 s at 77 K) was recorded, and quantum-chemical calculations were performed to confirm the experimental results.