34297-79-5Relevant academic research and scientific papers
Benzo[b]thiophenium S,C-Ylides: Preparation, structure and comparison with thiophenium analogues
Vuorinen,Chalmers,Dillen,Modro
, p. 8611 - 8620 (1991)
A series of new S,C-ylides derived from benzo[b]thiophene and β-dicarbonyldiazocompounds were prepared and characterised. NMR (1H,13C) studies revealed that ylides substituted additionally at position 2 of the thiophene ring can exist as pairs of diastereoisomers, not interchangeable at room temperature. The slow exchange between two sites was attributed to the restricted rotation about the ylidic S-C bond. The crystal structure determined for one ylide demonstrated different molecular environment for two parts of the β-dicarbonyl ylidic substituent with respect to the benzothiophene ring. The prepared ylides were found to be much less reactive than the previously studied thiophenium S,C-ylides.
S,C-sulfonium ylides from thiophenes: Potential carbene precursors
Stoffregen, Stacey A.,Heying, Melanie,Jenks, William S.
, p. 15746 - 15747 (2008/09/19)
Photolysis of S,C-sulfonium ylides derived from thioanisol, thiophene, benzothiophene, or dibenzothiophene provides products deriving from dicarbomethoxycarbene. In methanol, no rearrangement of the carbene to the ketene derivative is observed. Formation of dibenzothiophene and benzothiophene is quantitative. For the thiophene-based ylide, insertion of the carbene into the α-CH bond of thiophene is observed. Evidence is presented that supports formation of both singlet and triplet carbene. Copyright
