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Synthesis of Benzonitrile from Dinitrogen
Author(s) -
Klopsch Isabel,
Schendzielorz Florian,
Volkmann Christian,
Würtele Christian,
Schneider Sven
Publication year - 2018
Publication title -
zeitschrift für anorganische und allgemeine chemie
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.354
H-Index - 66
eISSN - 1521-3749
pISSN - 0044-2313
DOI - 10.1002/zaac.201800181
Subject(s) - benzonitrile , nitrile , rhenium , chemistry , yield (engineering) , nitrogen , tautomer , photochemistry , medicinal chemistry , organic chemistry , materials science , metallurgy
The rhenium mediated synthesis of benzonitrile is reported with direct use of N 2 as a nitrogen source. The reaction affords benzonitrile in about 30 % overall yield upon N 2 splitting and benzylation of resulting terminal nitride. Subsequent oxidation of an intermediate phenylketimido compound restores the parent rhenium complex within a full four‐step synthetic cycle. The reaction shows that previously observed nitrile tautomerization is not a prerequisite for nitrile synthesis from N 2 with this system.