Bistriazoles Connected Through a B-B Bridge, Synthesized by Highly Selective Dipolar Cycloaddition Reactions of a Diazido-diborane(4).
Chemistry
; 28(49): e202201389, 2022 Sep 01.
Article
em En
| MEDLINE
| ID: mdl-35703332
ABSTRACT
In this work we report the first cycloaddition reactions between a diazido diborane(4) and terminal alkynes, providing unique access to bis-1,2,3-triazoles connected by a B-B bridge. The catalyst-free reactions are highly selective, yielding exclusively the thermodynamically disfavored bis-1,4-triazoles. The reactions are enabled by the high thermal stability of the diazido-diborane [B(hpp)(N3 )]2 (hpp=1,3,4,6,7,8-hexahydro-2H-pyrimido[1,2-α]pyrimidinate). Due to the tetra-coordinate boron atoms in this reagent, the reactions are tolerant with respect to the introduction of Lewis-basic groups at the alkyne. The scope and limitations of the new reactions are discussed.
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MEDLINE
Idioma:
En
Ano de publicação:
2022
Tipo de documento:
Article