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A Mixed-Ring Sandwich Complex from Unexpected Ring Contraction in [Re($η^6$-C$_6$H$_5$Br)($η^6$-C$_6$R$_6$)](PF$_6$)


Meola, Giuseppe; Braband, Henrik; Hernández-Valdés, Daniel; Gotzmann, Carla; Fox, Thomas; Spingler, Bernhard; Alberto, Roger (2017). A Mixed-Ring Sandwich Complex from Unexpected Ring Contraction in [Re($η^6$-C$_6$H$_5$Br)($η^6$-C$_6$R$_6$)](PF$_6$). Inorganic Chemistry, 56(11):6297-6301.

Abstract

The contraction of coordinated aromatic hydrocarbons is a rare reactivity pattern in organometallic chemistry. We describe the conversion of a bromobenzene coordinated to a Re(I) center into a cyclopentadienyl aldehyde. Under mildly alkaline conditions, the expected phenol complex is formed with Re and 99Tc but under strong basic conditions; ring contraction occurs in close to quantitative yields for Re only. A mechanism for this unprecedented reaction is proposed based on 1H and 2H NMR spectra and density functional theory calculations.

Abstract

The contraction of coordinated aromatic hydrocarbons is a rare reactivity pattern in organometallic chemistry. We describe the conversion of a bromobenzene coordinated to a Re(I) center into a cyclopentadienyl aldehyde. Under mildly alkaline conditions, the expected phenol complex is formed with Re and 99Tc but under strong basic conditions; ring contraction occurs in close to quantitative yields for Re only. A mechanism for this unprecedented reaction is proposed based on 1H and 2H NMR spectra and density functional theory calculations.

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Additional indexing

Item Type:Journal Article, refereed, original work
Communities & Collections:07 Faculty of Science > Department of Chemistry
Dewey Decimal Classification:540 Chemistry
Language:English
Date:June 2017
Deposited On:08 Aug 2017 14:43
Last Modified:21 Nov 2017 19:36
Publisher:American Chemical Society (ACS)
ISSN:0020-1669
Publisher DOI:https://doi.org/10.1021/acs.inorgchem.7b00394
PubMed ID:28492323

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