Facile Incorporation of Pd(PPh3)2Hal Substituents into Polymethines, Merocyanines, and Perylene Diimides as a Means of Suppressing Intermolecular Interactions.

نویسندگان

  • Iryna 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
چکیده

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.

برای دانلود متن کامل این مقاله و بیش از 32 میلیون مقاله دیگر ابتدا ثبت نام کنید

ثبت نام

اگر عضو سایت هستید لطفا وارد حساب کاربری خود شوید

منابع مشابه

Optical and photophysical properties of anisole- and cyanobenzene-substituted perylene diimides.

One- and two-photon absorption cross-sections and spectra and the photophysical properties of eight perylenetetracarboxy-3,4:9,10-diimide (PDI) derivatives are reported and analyzed. The investigated compounds are characterized by direct binding of the phenyl rings of the substituents to the bay positions of the perylene core. They have been designed to test the effects of differences in the el...

متن کامل

Investigation of Substituent Effects on the Strength of Hydrogen Bond in the Guanine: Cytosine Base Pairs: A Theoretical Study

In the present work, the substituent effect on the strength of H-bonds in the guanine – cytosine base pair was studied when the substituents are connected to the guanine base through a phenyl ring. In this study, guanine was substituted in the H8 and H9 positions by electron donating (ED) and electron withdrawing (EW) groups mediated by a phenyl ring in the gas phase. The calculations were perf...

متن کامل

Organic n-channel transistors based on core-cyanated perylene carboxylic diimide derivatives.

Five core-cyanated perylene carboxylic diimides end-functionalized with fluorine-containing linear and cyclic substituents have been synthesized and employed in the fabrication of air-stable n-channel organic thin-film field-effect transistors with carrier mobilities up to 0.1 cm2/Vs. The relationships between molecular structure, thin-film morphology, substrate temperature during vacuum deposi...

متن کامل

4-Aryl-2, 6-di(pyren-1-yl)pyridines: A facile procedure for synthesis and studying of fluorescence properties

Pyrene and its derivatives exhibit thermal stability, high extinction coefficients, excimer formation, high photoluminescence, long fluorescence lifetime, fluorophoric properties and enhanced charge carrier mobility which make them find applications in optoelectronic area and are useful as large planar synthetic building blocks in supramolecular chemistry. One of the approaches to overcome this...

متن کامل

Synthesis of Alternative Electron Acceptor Compounds

New perylene monoimides, diimides and bis-diimides have been designed and synthetized. A detailed investigation of the synthesis of these compounds has also been performed in order to highlight the crucial factors for obtaining a specific class of molecules. Specifically, the attention has been focused on the synthesis of the intermediate perylene monoimides which are very useful precursors for...

متن کامل

ذخیره در منابع من


  با ذخیره ی این منبع در منابع من، دسترسی به آن را برای استفاده های بعدی آسان تر کنید

برای دانلود متن کامل این مقاله و بیش از 32 میلیون مقاله دیگر ابتدا ثبت نام کنید

ثبت نام

اگر عضو سایت هستید لطفا وارد حساب کاربری خود شوید

عنوان ژورنال:
  • Journal of the American Chemical Society

دوره 138 32  شماره 

صفحات  -

تاریخ انتشار 2016