Facile
Incorporation of Pd(PPh3)2Hal Substituents into
Polymethines, Merocyanines, and Perylene Diimides
as a Means of Suppressing Intermolecular Interactions
posted on 2016-08-05, 17:03authored byIryna Davydenko, Stephen Barlow, Rajesh Sharma, Sepehr Benis, Janos Simon, Taylor
G. Allen, Matthew W. Cooper, Victor Khrustalev, Evgheni
V. Jucov, Raúl Castañeda, Carlos Ordonez, Zhong’an Li, San-Hui Chi, Sei-Hum Jang, Timothy
C. Parker, Tatiana V. Timofeeva, Joseph W. Perry, Alex K.-Y. Jen, David J. Hagan, Eric W. Van Stryland, Seth R. Marder
Compounds with polarizable
π systems that are susceptible
to attack with nucleophiles at C–Hal (Hal = Cl, Br) bonds react
with Pd(PPh3)4 to yield net oxidative addition.
X-ray structures show that the resulting Pd(PPh3)2Hal groups greatly reduce intermolecular π–π interactions.
The Pd-functionalized dyes generally exhibit solution-like absorption
spectra in films, whereas their Hal analogues exhibit features attributable
to aggregation.