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Palladium‐Catalyzed Annulation of vic ‐Bis(pinacolatoboryl)alkenes and ‐phenanthrenes with 2,2′‐Dibromobiaryls: Facile Synthesis of Functionalized Phenanthrenes and Dibenzo[ g , p ]chrysenes
Author(s) -
Shimizu Masaki,
Nagao Ikuhiro,
Tomioka Yosuke,
Hiyama Tamejiro
Publication year - 2008
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.200803213
Subject(s) - phenanthrenes , annulation , palladium , catalysis , chemistry , cycloisomerization , medicinal chemistry , stereochemistry , phenanthrene , organic chemistry
Double‐cross : An annulation approach to functionalized polycyclic aromatic hydrocarbons involving a palladium‐catalyzed double cross‐coupling reaction of vic ‐diborylalkenes and ‐phenanthrenes with 2,2′‐dibromobiaryls led to a variety of phenanthrenes and dibenzo[ g , p ]chrysenes, as well as [5]helicenes, dithienobenzenes, and triphenyleno[1,2‐ b :4,3‐ b ′]dithiophenes (see scheme; B pin =pinacolatoboryl).

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