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An Isolable Three‐Coordinate Germanone and Its Reactivity
Author(s) -
Zhao XuanXuan,
Szilvási Tibor,
Hanusch Franziska,
Inoue Shigeyoshi
Publication year - 2021
Publication title -
chemistry – a european journal
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.687
H-Index - 242
eISSN - 1521-3765
pISSN - 0947-6539
DOI - 10.1002/chem.202102972
Subject(s) - reactivity (psychology) , phenylacetylene , nucleophile , chemistry , isocyanide , cycloaddition , solvent , atom (system on chip) , crystallography , molecule , thermal stability , photochemistry , medicinal chemistry , computational chemistry , polymer chemistry , organic chemistry , catalysis , medicine , alternative medicine , pathology , computer science , embedded system
A rare three‐coordinate germanone [IPrN] 2 Ge=O (IPrN=bis(2,6‐diisopropylphenyl)imidazolin‐2‐imino) was successfully isolated. The germanone has a rather high thermal stability in arene solvent, and no detectable change was observed at 80 °C for at least one week. However, high thermal stability of [IPrN] 2 Ge=O does not prevent its reactivity toward small molecules. Structural analysis and initial reactivity studies revealed the highly polarized nature of the terminal Ge=O bond. Besides, the addition of phenylacetylene, as well as O‐atom transfer with 2,6‐dimethylphenyl isocyanide make it a mimic of nucleophilic transition‐metal oxides. Mechanism for O‐atom transfer reaction was investigated via DFT calculations, which revealed that the reaction proceeds via a [2+2] cycloaddition intermediate.