557790-39-3Relevant academic research and scientific papers
Versatile reactions of a para-bromophenylacetylide iron (II) derivative and X-ray structure of the fluoro analogue. Synthesis of new redox-active organoiron (II) synthons
Courmarcel, James,Le Gland, Gildas,Toupet, Loic,Paul, Frédéric,Lapinte, Claude
, p. 108 - 122 (2003)
The synthesis of the new (η2-dppe) (η5-C5Me5) Fe-C≡C-1,3-(C6H4X) (m-2a/2b; X=F/Br) and (η2-dppe) (η5-C5Me5) Fe-C≡C-1,4-(C6H4I) (2c) complexes, as well as the solid-state structure of the known (η2-dppe)(η5-C5Me5) Fe-C≡C-1,4-(C6H4F) (2a) complex are described. The catalytic coupling reactions of the bromo complexes with various alkynes were next investigated. Starting from the known (η2-dppe)(η5-C5Me5) Fe-C≡C-1,4-(C6H4Br) complex (2b), the synthesis of the (η2-dppe)(η5-C5 Me5)Fe-C≡C-1,4-(C6H4)-C≡C-H complex (6d) and of the corresponding silyl-protected precursors (η2-dppe)(η5-C5Me5) Fe-C≡C-1,4-(C6H4)C≡C-SiR3 (6b/6c; R=iPr/Me) are reported. By use of lithium-bromine exchange reactions on 2b, the silyl- (7a; E=Si; R = Me) and tin- (7b-7d; E=Sn; R=Me, Bu, Ph) substituted analogues (η2-dppe) (η5-C5Me5)Fe-C≡C-1,4- (C6H4)ER3 are also isolated. The spectroscopic and electrochemical characterisations of all these new Fe(II)/Fe(III) redox-active building blocks are presented and the electronic substituent parameters for the (η2-dppe) (η5-C5Me5)Fe-C≡C group are determined by means of 19FNMR.
