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Phosphaborenes: Accessible Reagents for the Synthesis of C−C/P−B Isosteres
Author(s) -
Price Amy N.,
Nichol Gary S.,
Cowley Michael J.
Publication year - 2017
Publication title -
angewandte chemie international edition
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 5.831
H-Index - 550
eISSN - 1521-3773
pISSN - 1433-7851
DOI - 10.1002/anie.201705050
Subject(s) - cyclobutene , ring (chemistry) , reagent , chemistry , conjugated system , isostere , molecule , stereochemistry , combinatorial chemistry , organic chemistry , polymer
Formal exchange of C=C units with isoelectronic B=N or B=P units can provide access to molecules with unique electronic or chemical properties. Herein, we report the simple solution‐phase generation of highly reactive phosphaborenes, RP=BR, and demonstrate their use for the introduction of P=B units into organic systems. Ring opening of a P−B‐containing cyclobutene isostere provided access to unique 1,4‐boraphosphabutadiene systems with conjugated main‐group multiple bonds.