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Published on: October 18, 2018
Geminal Charge-Assisted Tetrel Bonds in Bis-Pyridinium Methylene Salts
Miriam Calabrese1, Andrea Pizzi1, Andrea Daolio1
1NFMLab, Department of Chemistry, Materials, and Chemical Engineering "Giulio Natta", Politecnico di Milano, 20133 Milano, Italy.
Abstract:
C(sp3) atoms are known to act as electrophilic sites in self-assembly processes, and in all cases reported till now, they form only one interaction with nucleophiles; that is, they function as monodentate tetrel bond donors. This manuscript reports experimental (X-ray structural analysis) and theoretical evidence (DFT calculations), proving that the methylene carbon in bis-pyridinium methylene salts establishes two short and directional C(sp3)···anion interactions; that is, they function as bidentate tetrel bond donors.
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