Related Experiment Video
Updated: Jul 10, 2025

Versatile CO2 Transformations into Complex Products: A One-pot Two-step Strategy
Published on: November 9, 2019
Reactivity of NHI-Stabilized Heavier Tetrylenes towards CO2 and N2 O
Lisa Groll1, John A Kelly1, Shigeyoshi Inoue1
1TUM School of Natural Sciences, Department of Chemistry, Institute of Silicon Chemistry and Catalysis Research Center, Technische Universität München, Lichtenbergstraße 4, 85748, Garching, Germany.
Abstract:
A heteroleptic amino(imino)stannylene (TMS2 N)(It BuN)Sn: (TMS=trimethylsilyl, It Bu=C[(N-t Bu)CH]2 ) as well as two homoleptic NHI-stabilized tetrylenes, (It BuN)2 E: (NHI=N-heterocyclic imine, E=Ge, Sn) are presented. VT-NMR investigations of (It BuN)2 Sn: (2) reveal an equilibrium between the monomeric stannylene at room temperature and the dimeric form at -80 °C as well as in the solid state. Upon reaction of the homoleptic tetrylenes with CO2 , both compounds insert two equivalents of CO2 , however differing bonding modes can be observed. (It BuN)2 Sn: (2) inserts one equivalent of CO2 into each Sn-N bond, giving carbamato groups coordinated κ2 O,O' to the metal center. With (It BuN)2 Ge: (3), the Ge-N bonds stay intact upon activation, being bridged by one molecule of CO2 respectively, forming 4-membered rings. Furthermore, the reactivity of 2 towards N2 O was investigated, resulting in partial oxidation to form stannylene dimer [((It BuN)3 SnO)(It BuN)Sn:]2 (6).
Related Concept Videos
ortho–para-Directing Activators: –CH3, –OH, –⁠NH2, –OCH3
Radical Reactivity: Steric Effects
Along with electronic...
Combustion Energy: A Measure of Stability in Alkanes and Cycloalkanes
Alkanes undergo combustion in the presence of excess oxygen and high-temperature conditions to give carbon dioxide and water. A combustion reaction is the energy source in natural gas, liquified...
Radical Reactivity: Concentration Effects
meta-Directing Deactivators: –NO2, –CN, –CHO, –⁠CO2R, –COR, –CO2H
Stability of Conjugated Dienes
A comparison of the enthalpies of hydrogenation of dienes reveals that conjugated dienes release less heat on hydrogenation, rendering them more stable than their nonconjugated analogs.

