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A Sm(II)-Mediated Cascade Approach to Dibenzoindolo[3,2-b]carbazoles: Synthesis and Evaluation
Author(s) -
Matthew T. Levick,
Iain Grace,
ShengYao Dai,
Nicholas Kasch,
C.A. Muryn,
Colin J. Lambert,
Michael L. Turner,
David J. Procter
Publication year - 2014
Publication title -
organic letters
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.94
H-Index - 239
eISSN - 1523-7060
pISSN - 1523-7052
DOI - 10.1021/ol500841b
Subject(s) - chemistry , cascade , cyclic voltammetry , cleavage (geology) , combinatorial chemistry , spectroscopy , phase (matter) , stereochemistry , organic chemistry , electrochemistry , electrode , materials science , chromatography , physics , composite material , quantum mechanics , fracture (geology)
Previously unstudied dibenzoindolo[3,2-b]carbazoles have been prepared by two-directional, phase tag-assisted synthesis utilizing a connective-Pummerer cyclization and a SmI2-mediated tag cleavage-cyclization cascade. The use of a phase tag allows us to exploit unstable intermediates that would otherwise need to be avoided. The novel materials were characterized by X-ray, cyclic voltammetry, UV-vis spectroscopy, TGA, and DSC. Preliminary studies on the performance of OFET devices are also described.

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