Ortho-Trialkylstannyl Arylphosphanes by C-P and C-Sn Bond Formation in Arynes

A novel and efficient approach to ortho‐trialkylstannyl arylphosphanes by the reaction of arynes generated in situ with stannylated phosphanes (R3SnPR2) is described. Concurrent CP and CSn bond formation occurs with high yields, and stannylated products are easily transformed into valuable ortho‐...

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Bibliographic Details
Published in:Angewandte Chemie International Edition 2016-01, Vol.55 (2), p.802-806
Main Authors: Li, Yuanming, Chakrabarty, Shyamal, Mück-Lichtenfeld, Christian, Studer, Armido
Format: Article
Language:English
Subjects:
arynes
Bonding
ligands
phosphines
Regioselectivity
synthetic methods
tin
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Summary:A novel and efficient approach to ortho‐trialkylstannyl arylphosphanes by the reaction of arynes generated in situ with stannylated phosphanes (R3SnPR2) is described. Concurrent CP and CSn bond formation occurs with high yields, and stannylated products are easily transformed into valuable ortho‐substituted arylphosphanes. The reaction features high efficiency, good regioselectivity, and excellent practicality. Aryne insertion of stannylated phosphanes (R3SnPR2) occurs with high yields under mild conditions. ortho‐Stannylarylphosphanes obtained in this reaction are highly valuable compounds for follow‐up transformations.
ISSN:1433-7851
1521-3773
DOI:10.1002/anie.201509329