Organoiron Compounds for Selective Organic Transformations

Abstract

This review provides applications of organoiron compounds in organic synthesis, focusing on [(η 5 -C 5 H 5 )(CO) 2 Fe]-substituted complexes. Covering recent work the preparation of representative compounds, their reactivity and some details of selected reaction mechanisms are discussed.

Recent chemistry of the η5-cyclopentadienyl dicarbonyl iron anion

“…Rück-Braun et al have reviewed [98] the use of organoiron compounds for selective organic transformations. In addition, many of the reactions involving Fp vinyl complexes as intermediates in various cyclizations have been developed by the Rück-Braun research group.…”

Electrophilic Half-Sandwich (Carbene)metal (Metal = Fe, Ru, Os) Complexes: Recent Developments in Synthesis and Applications

“…The reaction of an acyl complex with an electrophile is a common route to alkoxycarbene complexes of iron [Fe(C 5 R 5 )(CO) 2 {C(OR 2 )R 1 }] + (R = H, Me). The required alkyl‐ and aryl‐substituted acyl derivatives [Fe(C 5 R 5 )(CO) 2 {C(O)R 1 }] are in turn accessible by the reaction of the ferrate complex [M][Fe(C 5 R 5 )(CO) 2 ] (M = Na, K) with the appropriate acyl chloride 6…”

(1‐Alkynyl)dicarbonylcyclopentadienyliron Complexes as Electron‐Rich Alkynes in Organic Synthesis: BF3‐Mediated [2+2] Cycloaddition/Ring‐Opening Providing (2‐Alkenyl‐1‐imino)iron Complexes

“…Because of the inherent cost efficiency of iron, development of new reactions by using organoiron reagents is an interesting challenge. [6] We have been interested in the unusual reactivity of aryldicarbonylcyclopentadienyliron complexes [CpFe(-CO) 2 Ar] (CpFe(CO) 2 is abbreviated as Fp hereafter) and developed several useful reactions with FpAr in organic synthesis. [7] Along this line, we have developed an efficient method for the synthesis of the alkynyl analogues FpA C H T U N G T R E N N U N G (C C À R) by Sonogashira-type cross-coupling reactions of FpI with terminal alkynes.…”