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Reactivities of [Re(η6-C6H6)(η6-C10H8)]+ and [Re(η6-C10H8)2]+ with Cyclic, Nonaromatic Polyenes


Battistin, Federica; Fox, Thomas; Blacque, Olivier; Alberto, Roger (2023). Reactivities of [Re(η6-C6H6)(η6-C10H8)]+ and [Re(η6-C10H8)2]+ with Cyclic, Nonaromatic Polyenes. ACS Applied Bio Materials, 42(9):838-845.

Abstract

The synthesis of sandwich complexes of rhenium is essentially limited to compounds of the type [Re(η6-arene)2]+ via the Fischer–Hafner approach. This strategy is not compatible with arenes carrying functional groups or nonaromatic polyenes in particular. As reported, naphthalene in [Re(η6-C6H6)(η6-C10H8)]+ and in [Re(η6-C10H8)2]+ are exchanged by functionalized arenes in low to medium yields. In contrast, cyclic nonaromatic polyenes exchange naphthalene straight and in good to very good yields. We report herein on the syntheses of rhenium sandwich complexes with seven- and eight-membered rings bearing multiple double bonds such as cyclohepta-1,3,5-triene, tropone, or cycloocta-1,3,5-triene. Starting from [Re(η6-C6H6)(η6-C10H8)]+ and [Re(η6-C10H8)2]+, sandwich complexes such as [Re(η7-C7H7)(η5-C7H9)]+ and others are obtained and fully characterized in high yields (70–86%). These nonaromatic sandwich complexes form highly stable compounds.

Abstract

The synthesis of sandwich complexes of rhenium is essentially limited to compounds of the type [Re(η6-arene)2]+ via the Fischer–Hafner approach. This strategy is not compatible with arenes carrying functional groups or nonaromatic polyenes in particular. As reported, naphthalene in [Re(η6-C6H6)(η6-C10H8)]+ and in [Re(η6-C10H8)2]+ are exchanged by functionalized arenes in low to medium yields. In contrast, cyclic nonaromatic polyenes exchange naphthalene straight and in good to very good yields. We report herein on the syntheses of rhenium sandwich complexes with seven- and eight-membered rings bearing multiple double bonds such as cyclohepta-1,3,5-triene, tropone, or cycloocta-1,3,5-triene. Starting from [Re(η6-C6H6)(η6-C10H8)]+ and [Re(η6-C10H8)2]+, sandwich complexes such as [Re(η7-C7H7)(η5-C7H9)]+ and others are obtained and fully characterized in high yields (70–86%). These nonaromatic sandwich complexes form highly stable compounds.

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Item Type:Journal Article, refereed, original work
Communities & Collections:07 Faculty of Science > Department of Chemistry
Dewey Decimal Classification:540 Chemistry
Scopus Subject Areas:Physical Sciences > Physical and Theoretical Chemistry
Physical Sciences > Organic Chemistry
Physical Sciences > Inorganic Chemistry
Uncontrolled Keywords:Inorganic Chemistry, Organic Chemistry, Physical and Theoretical Chemistry
Language:English
Date:14 April 2023
Deposited On:18 Feb 2024 10:52
Last Modified:30 Jun 2024 01:37
Publisher:American Chemical Society (ACS)
ISSN:2576-6422
OA Status:Hybrid
Publisher DOI:https://doi.org/10.1021/acs.organomet.3c00136
  • Language: English
  • Licence: Creative Commons: Attribution 4.0 International (CC BY 4.0)