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Access to and Reactivity of Fe<sup>0</sup>, Fe<sup>−I</sup>, Fe<sup>I</sup>, and Fe<sup>II</sup> PC<sub>carbene</sub>P Pincer Complexes

Qingyang Wang, Richard A. Manzano, Hendrik Tinnermann, Simon Sung, Baptiste Leforestier, Tobias Krämer, Rowan D. Young

2021Angewandte Chemie International Edition22 citationsDOI

Abstract

Abstract Despite their promising metal–ligand cooperative reactivity, PC carbene P pincer ligands are rarely reported for first‐row transition‐metal centres. Using a dehydration methodology, we report access to an Fe 0 PC carbene P pincer complex ( 1 ) that proceeds via an isolated α‐hydroxylalkyl hydrido complex ( 3 ). Reversible carbonyl migration to the carbene position in 1 is found to allow coordination chemistry and E−H bond addition (E=H, B, Cl) across the iron–carbene linkage, representing a unique mechanism for metal–ligand cooperativity. The PC carbene P pincer ligand is also found to stabilize formal Fe II , Fe I , and Fe −I oxidation states, as demonstrated with synthesis and characterization of the complexes [ 11‐X ][BAr F 20 ] (X=Br, I), 12 , and K[ 13 ]. Compound K[ 13 ] is found to be highly reactive, and abstracts hydrogen from a range of aliphatic C−H sources. Computational analysis by DFT suggests that the formal Fe I and Fe −I complexes contain significant carbene radical character. The ability of the PC carbene P ligand scaffold to partake in metal–ligand cooperativity and to support a range of iron oxidation states renders it as potentially useful in many catalytic applications.

Topics & Concepts

CarbenePincer movementLigand (biochemistry)Reactivity (psychology)ChemistryPincer ligandCooperativityTransition metal carbene complexCrystallographyMedicinal chemistryMetalStereochemistryCatalysisOrganic chemistryReceptorAlternative medicineBiochemistryPathologyMedicineOrganometallic Complex Synthesis and CatalysisCatalytic C–H Functionalization MethodsCyclopropane Reaction Mechanisms
Access to and Reactivity of Fe<sup>0</sup>, Fe<sup>−I</sup>, Fe<sup>I</sup>, and Fe<sup>II</sup> PC<sub>carbene</sub>P Pincer Complexes | Litcius