Premium
Catalytic 1,4‐Selective Hydrosilylation of Pyridines and Benzannulated Congeners
Author(s) -
Königs C. David F.,
Klare Hendrik F. T.,
Oestreich Martin
Publication year - 2013
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.201305028
Subject(s) - hydrosilylation , pyridinium , hydride , chemistry , catalysis , yield (engineering) , ruthenium , ionic bonding , medicinal chemistry , organic chemistry , ion , combinatorial chemistry , materials science , hydrogen , metallurgy
Radically different! The hydrosilylation of pyridines and quinolines is strictly 1,4‐selective and likely involves an ionic one‐step rather than the established radical two‐step hydride transfer from a ruthenium(II) hydride complex onto the respective pyridinium and quinolinium ion intermediates (see scheme; Ar F =3,5‐(CF 3 ) 2 C 6 H 3 ). Even 4‐substituted substrates react highly regioselectively. Isoquinolines yield the 1,2‐reduced heterocycles.
Accelerating Research
Robert Robinson Avenue,
Oxford Science Park, Oxford
OX4 4GP, United Kingdom
Address
John Eccles HouseRobert Robinson Avenue,
Oxford Science Park, Oxford
OX4 4GP, United Kingdom