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Chemical Vapor Deposition of an Organic Magnet, Vanadium Tetracyanoethylene
Published on: July 3, 2015
Charge and spin transport in an organic molecular square
Yilei Wu1, Siva Krishna Mohan Nalluri1, Ryan M Young1
1Argonne-Northwestern Solar Energy Research (ANSER) Center and Center for the Chemistry of Integrated Systems (CCIS), Department of Chemistry, Northwestern University, 2145 Sheridan Road, Evanston, IL 60208-3113 (USA).
Abstract:
Understanding electronic communication among multiple chromophoric and redox units requires construction of well-defined molecular architectures. Herein, we report the modular synthesis of a shape-persistent chiral organic square composed of four naphthalene-1,8:4,5-bis(dicarboximide) (NDI) sides and four trans-1,2-cyclohexanediamine corners. Single crystal X-ray diffraction reveals some distortion of the cyclohexane chair conformation in the solid state. Analysis of the packing of the molecular squares reveals the formation of highly ordered, one-dimensional tubular superstructures, held together by means of multiple [CH⋅⋅⋅OC] hydrogen-bonding interactions. Steady-state and time-resolved electronic spectroscopies show strong excited-state interactions in both the singlet and triplet manifolds. Electron paramagnetic resonance (EPR) and electron-nuclear double resonance (ENDOR) spectroscopies on the monoreduced state reveal electron sharing between all four NDI subunits comprising the molecular square.
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