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Title: Synthesis and structural study of 3-anisyl-4-(4'-pyridyl(pyridinium)thieno[2,3-b]thienophenes
Authors: Mashraqui, Sabir H
Hariharasubrahmanian, Harini
Ashraf, Mohamed
Sangvikar, Yogesh
Issue Date: Jan-2005
Publisher: CSIR
IPC Code: Int.Cl.7 C 07 D 333/00
Abstract: A new class of co-facially oriented donor-acceptor thienothiophene 2 and its ionic analog 3 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 5. Comparative 1H NMR spectral analysis of 2 and 3 suggests through-bond charge transfer between the -deficient pyridinium ring and -rich thienophene ring being the dominant interaction with the through-space charge transfer interaction in 3 making a relatively small contribution. The interpretation of UV-Visible data 2 and 3 also seem to support such a conclusion.
Page(s): 115-120
ISSN: 0975-0983(Online); 0376-4699(Print)
Appears in Collections:IJC-B Vol.44B(01) [January 2005]

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