Lewis-acid mediated borodegermylation grants access to donorand acceptor-substituted azaboraspirobifluorenes
- 1Institute of Inorganic Chemistry and Institute for Sustainable Chemistry & Catalysis with Boron
- 2Julius-Maximilians-Universität Würzburg
- 3Institute of Physical and Theoretical Chemistry, Julius-Maximilians-Universität Würzburg, Emil-Fischer-Straße 42, Würzburg, 97074
Abstract
Boron-centered spiro compounds represent a prominent platform for the design of optoelectronic materials. The orthogonally arranged π-conjugated systems around boron enhance stability toward air and moisture, facilitate processing, and allow electronic tuning through donor and acceptor substitution. Synthetic methods reported to date for the preparation of these compounds suffer from low efficiency and poor functional group tolerance, limiting the diversity of accessible electronic materials with tailored properties. Herein, we present a synthetic method leveraging the “Goldilocks” reactivity of germoles among Group 14 analogues to achieve a highly efficient and versatile AlCl3-catalyzed borodegermylation reaction, granting access to donor- and acceptor-functionalized azaboraspirobifluorenes. Furtheremore, the reaction efficiency can be enhanced by employing the sublimed catalyst and the use of an additive. Owing to their high stability, comparatively low toxicity and non-pyrophoric nature, the use of organogermanium compounds provides a more robust and safer alternative to methods that rely on other organometallic reagents.
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BibTeX
@misc{niedens2026lewisacid,
title = {{Lewis-acid mediated borodegermylation grants access to donorand acceptor-substituted azaboraspirobifluorenes}},
author = {Jan Niedens and Kevin M. Wiegand and Vladyslav Garkusha and Jasmin Hofmann and Daniel Volland and Kevin Reinfurt and Bernd Engels and Agnieszka Nowak-Król},
howpublished = {ChemRxiv},
year = {2026},
month = oct,
doi = {10.26434/chemrxiv.15010346/v1},
url = {https://chemrxiv.org/doi/full/10.26434/chemrxiv.15010346/v1},
note = {CC BY},
}
RIS
TY - UNPB
TI - Lewis-acid mediated borodegermylation grants access to donorand acceptor-substituted azaboraspirobifluorenes
AU - Jan Niedens
AU - Kevin M. Wiegand
AU - Vladyslav Garkusha
AU - Jasmin Hofmann
AU - Daniel Volland
AU - Kevin Reinfurt
AU - Bernd Engels
AU - Agnieszka Nowak-Król
PY - 2026
DA - 2026/10/13
PB - ChemRxiv
DO - 10.26434/chemrxiv.15010346/v1
UR - https://chemrxiv.org/doi/full/10.26434/chemrxiv.15010346/v1
AB - Boron-centered spiro compounds represent a prominent platform for the design of optoelectronic materials. The orthogonally arranged π-conjugated systems around boron enhance stability toward air and moisture, facilitate processing, and allow electronic tuning through donor and acceptor substitution. Synthetic methods reported to date for the preparation of these compounds suffer from low efficiency and poor functional group tolerance, limiting the diversity of accessible electronic materials with tailored properties. Herein, we present a synthetic method leveraging the “Goldilocks” reactivity of germoles among Group 14 analogues to achieve a highly efficient and versatile AlCl3-catalyzed borodegermylation reaction, granting access to donor- and acceptor-functionalized azaboraspirobifluorenes. Furtheremore, the reaction efficiency can be enhanced by employing the sublimed catalyst and the use of an additive. Owing to their high stability, comparatively low toxicity and non-pyrophoric nature, the use of organogermanium compounds provides a more robust and safer alternative to methods that rely on other organometallic reagents.
ER -