Generation, observation, and reactivity of furyl-and thienylketenes and bisketenes

…, D Tahmassebi, A Aguilar, EP Cabrera…

Index: Fu, Nanyan; Allen, Annette D.; Chan, Winnie; Kobayashi, Shinjiro; Tidwell, Thomas T.; Tahmassebi, Daryoush; Aguilar, Angelica; Cabrera, Eduardo Pena; Godoy, Jazmin Canadian Journal of Chemistry, 2008 , vol. 86, # 4 p. 333 - 341

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Citation Number: 5

Abstract

2-and 3-Furylketenes (18 and 20), 2-and 3-thienylketenes (19 and 21), and bis (2, 5-ketenyl) thiophene (24) have been generated as observable reactive intermediates by photochemical Wolff rearrangements. Stabilization energies of the monoketenes 18-21 have been determined by DFT computations of isodesmic energy changes, and these ketenes are predicted to be modestly destabilized relative to phenylketene. Rate constants for reaction ...