# Capture of an In Situ Formed Distanna-S-heterocyclic Carbene

## TL;DR

A new method to form and capture a distanna-S-heterocyclic carbene is demonstrated, offering insights into its reactivity and structure.

## Contribution

A new pathway for forming stannaethene via SHC intermediates is reported, with characterization and theoretical analysis.

## Key findings

- Distannene reacts with CS2 to form a tetrathiaethylene derivative through SHC dimerization.
- SHCs can be transferred to palladium or captured with B(C6F5)3 to form a new stannaethene.
- Theoretical calculations reveal a high π-acceptor character of the SHC.

## Abstract

The planar, non-twisted distannene Sn2(TIPS)4 (1, TIPS = SiiPr3) reacts with CS2 to form a tetrathiaethylene derivative
via the dimerization of two S-heterocyclic carbenes (SHCs). These
intermediary-formed SHCs can be transferred to palladium as ligands
or captured with B(C6F5)3 (BCF) and,
furthermore, facilitate a new pathway for formation of the stannaethene
SHC=Sn(TIPS)2 by the reaction of 1 with
(PPh3)2Pd-CS2. In addition to the
characterization of the new complexes, theoretical calculations of
the frontier orbitals were performed, which indicate a high π-acceptor
character of the SHC.

The reaction
of the distannene Sn2TIPS4 (1,
TIPS = SiiPr3) with CS2 gives a tetrathiaethylene derivative via the
dimerization of an S-heterocyclic carbene (SHC). These intermediary-formed
SHCs can be transferred to palladium as ligands or captured with B(C6F5)3 and give access to a new stannaethene.