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The Varied Frustrated Lewis Pair Reactivity of the Germylene Phosphaketene (CH{(CMe)(2,6‐ i Pr 2 C 6 H 3 N)} 2 )GePCO
Author(s) -
Wu Yile,
Zhao Zhao,
Chen Ting,
Tan Jingjie,
Qu ZhengWang,
Grimme Stefan,
Zhao Yufen,
Stephan Douglas W.
Publication year - 2022
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.202200666
Subject(s) - alkyne , nucleophile , reactivity (psychology) , frustrated lewis pair , chemistry , intramolecular force , electrophile , lewis acids and bases , intermolecular force , medicinal chemistry , stereochemistry , electron pair , electron , catalysis , molecule , organic chemistry , physics , medicine , alternative medicine , pathology , quantum mechanics
The germylene species (CH{(CMe)(2,6‐ i Pr 2 C 6 H 3 N)} 2 )GePCO 1 is shown to react with the Lewis acids (E(C 6 F 5 ) 3 E=B, Al). Nonetheless, 1 participates in FLP chemistry with electron deficient alkynes or olefins, acting as an intramolecular FLP. In contrast, in the presence of B(C 6 F 5 ) 3 and an electron rich alkyne, 1 behaves as Ge‐based nucleophile to effect intermolecular FLP addition to the alkyne. This reactivity demonstrates that the reaction pathway is controlled by the nature of the electrophile and nucleophile generated in solution, as revealed by extensive DFT calculations.