Preparation and functionalization of a range of main-group trifluoropropynyl organometallic compounds: The application of metalloid-directed carbolithiation to the …

AK Brisdon, IR Crossley, RG Pritchard, G Sadiq…

Index: Brisdon, Alan K.; Crossley, Ian R.; Pritchard, Robin G.; Sadiq, Ghazala; Warren, John E. Organometallics, 2003 , vol. 22, # 26 p. 5534 - 5542

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Citation Number: 20

Abstract

The group 14 trifluoropropynyl compounds R4-n E (C⋮ CCF3) n (R= Ph, Et; E= C-Pb, n= 1, 2) are prepared by a high-yielding one-pot procedure from 1, 1, 1, 3, 3-pentafluoropropane (HFC-245fa) and R4-n EX n (X= Cl, Br). The alkenes E-R3SiCH C (CF3) R'(R'= H, n-Bu, Ph, t- Bu) are obtained by carbolithiation of the trifluoropropynyls at-60° C and exhibit distorted geometries with short intramolecular H⊙⊙⊙ F contacts in the solid state. Where these ...