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Synthesis of meta‐Terphenyl‐ 2,4,6,2′,5′,2″,4″,6″‐D 8
Author(s) -
Otto P. Ph. H. L.,
Stein F.,
Juppe G.
Publication year - 1968
Publication title -
journal of labelled compounds
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.432
H-Index - 47
eISSN - 1099-1344
pISSN - 0022-2135
DOI - 10.1002/jlcr.2590040303
Subject(s) - iodobenzene , terphenyl , chemistry , deuterium , yield (engineering) , ullmann reaction , ring (chemistry) , medicinal chemistry , stereochemistry , organic chemistry , materials science , catalysis , physics , quantum mechanics , metallurgy
A synthesis of meta‐terphenyl‐2,4,6,2′,5′,2″,4″,6″‐D 8 has been carried out. From iodobenzene‐2,4,6‐D 3 and 2,6‐dibromo‐1,4‐dinitrobenzene, the compound 2′,5′‐dinitro‐meta‐terphenyl‐2,4,6,2″,4″,6″‐D 6 is formed (Ullmann reaction). By reduction of the nitrogroups and subsequent reductive diazotization, two deuterium atoms are introduced into the centre ring at positions 2′ and 5′. The labelled meta‐terphenyl has been obtained in 15 % yield, based on labelled iodobenzene. Deuterium substitution is ≥ 98% at positions 2,4,6,2′,5′,2″,4″ and 6″, and ≤ 1 % at the other positions.