Copper Catalysis for Synthesizing Main‐Group Organometallics Containing B, Sn or Si

Abstract: A copper complex has proven to be a potent catalyst for forming a C–B bond via diborylation of arynes and alkynes, affording vic‐diborylarenes and vic‐diborylalkenes with high efficiency. A boryl‐substituted organocopper species, which is intermediately generated in the diborylation, has been found to be captured by a tin or a carbon electrophile, leading to three‐component borylstannylation or carboboration, in which C–B and C–Sn (or C) bonds are constructed simultaneously. Furthermore, reducing the Lewis acidity of the boron center with 1,8‐diaminonaphthalene decisively alters the regiochemical behavior of the borylcopper species, enabling the installation of a boryl moiety to occur at an internal carbon of terminal alkynes in borylstannylation and protoboration. Copper catalysis for C–Sn and C–Si bond‐forming processes via distannylation, hydrostannylation and silylstannylation, as well as silver catalysis for a C–B bond‐forming reaction, is also described.

Location
Deutsche Nationalbibliothek Frankfurt am Main
Extent
Online-Ressource
Language
Englisch

Bibliographic citation
Copper Catalysis for Synthesizing Main‐Group Organometallics Containing B, Sn or Si ; volume:16 ; number:1 ; year:2016 ; pages:419-434 ; extent:17
The chemical record ; 16, Heft 1 (2016), 419-434 (gesamt 17)

Creator
Yoshida, Hiroto

DOI
10.1002/tcr.201500227
URN
urn:nbn:de:101:1-2022112105495111660139
Rights
Open Access; Der Zugriff auf das Objekt ist unbeschränkt möglich.
Last update
15.08.2025, 7:21 AM CEST

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Associated

  • Yoshida, Hiroto

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