We describe the synthesis of trialkylsilyl- substituted trans1,2-bis(thieno[3,2-e]benzothiophene-2-yl)ethenes as suitable soluble precursors for the preparation of the corresponding silylated tetrathia[7]helicenes, which, in turn, can be desilylated or transformed into dihalogen -substituted derivatives through electrophilic substitution of silyl substituents. X-ray structural studies showed that the presence of the two triiso-propylsilyl groups on the terminal thiophene rings accounts for the high solubility of the alkene and for the very large dihedral angle in the helicene. ((C) Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2007).

Silyl-substituted tetrathia[7]helicenes: Synthesis, X-ray characterization and reactivity

Bossi Alberto;
2007

Abstract

We describe the synthesis of trialkylsilyl- substituted trans1,2-bis(thieno[3,2-e]benzothiophene-2-yl)ethenes as suitable soluble precursors for the preparation of the corresponding silylated tetrathia[7]helicenes, which, in turn, can be desilylated or transformed into dihalogen -substituted derivatives through electrophilic substitution of silyl substituents. X-ray structural studies showed that the presence of the two triiso-propylsilyl groups on the terminal thiophene rings accounts for the high solubility of the alkene and for the very large dihedral angle in the helicene. ((C) Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2007).
2007
C-C coupling
heterohelicenes
sulfur heterocycles
fused-ring systems
olefination
File in questo prodotto:
Non ci sono file associati a questo prodotto.

I documenti in IRIS sono protetti da copyright e tutti i diritti sono riservati, salvo diversa indicazione.

Utilizza questo identificativo per citare o creare un link a questo documento: https://hdl.handle.net/20.500.14243/270548
Citazioni
  • ???jsp.display-item.citation.pmc??? ND
  • Scopus 38
  • ???jsp.display-item.citation.isi??? 36
social impact