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Title: Synthesis and structural study of 3-anisyl-4-(4'-pyridyl(pyridinium)thieno[2,3-<i style="">b</i>]thienophenes
Authors: Mashraqui, Sabir H
Hariharasubrahmanian, Harini
Ashraf, Mohamed
Sangvikar, Yogesh
Issue Date: Jan-2005
Publisher: CSIR
Series/Report no.: <b>Int</b>.<b>Cl</b>.<b><sup>7</sup> C 07 D 333/00</b>
Abstract: A new class of co-facially oriented donor-acceptor thienothiophene <b style="">2</b> and its ionic analog <b style="">3</b> have been synthesized to investigate the presence of through-space vs through-bond charge transfer interaction. The key step is the double Dieckman cyclization on the ketene dithioacetal <b style="">5</b>. Comparative <sup>1</sup>H NMR spectral analysis of <b style="">2</b> and <b style="">3</b> suggests through-bond charge transfer between the <img src='/image/spc_char/pi.gif' border=0>-deficient pyridinium ring and <img src='/image/spc_char/pi.gif' border=0>-rich thienophene ring being the dominant interaction with the through-space charge transfer interaction in <b style="">3</b> making a relatively small contribution. The interpretation of UV-Visible data <b style="">2</b> and <b style="">3</b> also seem to support such a conclusion.
Description: 115-120
ISSN: 0975-0983(Online); 0376-4699(Print)
Appears in Collections:IJC-B Vol.44B(01) [January 2005]

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