Dramatically Enhanced Solubility of Halide-Containing Organometallic Species in Diiodomethane: The Role of Solvent •••Complex Halogen Bonding

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Kinzhalov, Mikhail A, Kashina, Mariya V, Mikherdov, Alexander S, Mozheeva, Ekaterina A, Novikov, Alexander S, Smirnov, Andrey S, Ivanov, Daniil M, Kryukova, Mariya A, Ivanov, Aleksandr Yu, Smirnov, Sergej N et al (show 2 more authors) , Kukushkin, Vadim Yu and Luzyanin, Konstantin V ORCID: 0000-0001-9312-7139 (2018) Dramatically Enhanced Solubility of Halide-Containing Organometallic Species in Diiodomethane: The Role of Solvent •••Complex Halogen Bonding. ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 57 (39). pp. 12785-12789.

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Abstract

In the current study, we evaluated the solubility of a number of organometallic species and showed that it is noticeably improved in diiodomethane when compared to other haloalkane solvents. The better solvation properties of CH₂ I₂ were associated with the substantially better σ-hole-donating ability of this solvent, which results in the formation of uniquely strong solvent-(metal complex) halogen bonding. The strength of the halogen bonding is attenuated by the introduction of additional halogen atoms in the organometallic species owing to the competitive formation of more favourable intermolecular complex-complex halogen bonding. The exceptional solvation properties of diiodomethane and its inertness towards organometallic species make this solvent a good candidate for NMR studies, in particular, for the acquisition of spectra of insensitive spins.

Item Type:	Article
Uncontrolled Keywords:	haloalkanes, halogen bonding, organometallic species, solubility, solvation
Depositing User:	Symplectic Admin
Date Deposited:	15 Jan 2019 09:26
Last Modified:	14 Oct 2023 09:35
DOI:	10.1002/anie.201807642
Related URLs:	Author Publisher
URI:	https://livrepository.liverpool.ac.uk/id/eprint/3028602

Available Versions of this Item

• Solubility of halide-containing organometallics is dramatically enhanced in diiodomethane: can the solvent***complex halogen bonding be held responsible? (deposited 02 Aug 2018 06:36)
  • Dramatically Enhanced Solubility of Halide-Containing Organometallic Species in Diiodomethane: The Role of Solvent •••Complex Halogen Bonding. (deposited 15 Jan 2019 09:26) [Currently Displayed]