Diphosphination of Arynes with Diphosphines

A diphosphination of arynes with diphosphines has been developed. The reaction of stable aryne precursors, 2-(trimethyl­silyl)­aryl triflates, with tetraaryldiphosphines proceeds in the presence of fluorine- or carbonate-based activators to deliver the corresponding diphosphinated products, sterical...

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Published in:Organic letters 2018-06, Vol.20 (12), p.3670-3673
Main Authors: Okugawa, Yuto, Hayashi, Yoshihiro, Kawauchi, Susumu, Hirano, Koji, Miura, Masahiro
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Language:English
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cited_by cdi_FETCH-LOGICAL-a345t-5dbb870012f55eab11b1de31debc2337269662bee52cba62bc8a26087a9455a43
cites cdi_FETCH-LOGICAL-a345t-5dbb870012f55eab11b1de31debc2337269662bee52cba62bc8a26087a9455a43
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container_issue 12
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container_title Organic letters
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creator Okugawa, Yuto
Hayashi, Yoshihiro
Kawauchi, Susumu
Hirano, Koji
Miura, Masahiro
description A diphosphination of arynes with diphosphines has been developed. The reaction of stable aryne precursors, 2-(trimethyl­silyl)­aryl triflates, with tetraaryldiphosphines proceeds in the presence of fluorine- or carbonate-based activators to deliver the corresponding diphosphinated products, sterically and electronically tuned 1,2-bis­(diphenyl­phosphino)­benzene (dppbz) derivatives, which can find wide application in transition metal catalysis and material science. Additionally, preliminary computational studies on the reaction mechanism are also reported.
doi_str_mv 10.1021/acs.orglett.8b01470
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title Diphosphination of Arynes with Diphosphines
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