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

Михаил Андреевич Кинжалов, Мария Владимировна Кашина, Александр Сергеевич Михердов, Екатерина Александровна Можеева, Александр Сергеевич Новиков, Андрей Сергеевич Смирнов, Даниил Михайлович Иванов, Мария Александровна Крюкова, Александр Юльевич Иванов, Сергей Николаевич Смирнов, Вадим Юрьевич Кукушкин, Константин Владимирович Лузянин

Research outputpeer-review

42 Citations (Scopus)

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 CH 2I 2 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.

Original languageEnglish
Pages (from-to)12785 –12789
Number of pages5
JournalAngewandte Chemie - International Edition
Volume57
Issue number39
DOIs
Publication statusPublished - 24 Sep 2018

Scopus subject areas

  • Inorganic Chemistry
  • Physical and Theoretical Chemistry
  • Chemistry(all)
  • Catalysis

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