Oxidation of thienyl-blocked bilane and pentapyrrane afforded chain length dependent products of the symmetric dimer and the thienyloligopyrrin-appended pentaphyrin analogue , respectively, with the latter formed by simultaneous dimerization and cyclization. Coordination of and with Cu(II) afforded di- and monometallic complexes and , respectively. These compounds exhibit distinct NIR absorption, with the absorption tail of extended to ca. 1900 nm despite its smaller conjugation framework than that of .
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