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A novel and facile one‐pot synthesis of pyridylselenium compounds through selective bromine–magnesium exchange with isopropylmagnesium halide
Author(s) -
Bhasin K. K.,
Arora Veena,
Sharma S. K.,
Venugopalan P.
Publication year - 2005
Publication title -
applied organometallic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.53
H-Index - 71
eISSN - 1099-0739
pISSN - 0268-2605
DOI - 10.1002/aoc.717
Subject(s) - chemistry , bromine , halide , monoclinic crystal system , magnesium , alkyl , crystal structure , yield (engineering) , inorganic chemistry , selenium , medicinal chemistry , crystallography , organic chemistry , materials science , metallurgy
One‐pot synthesis of various unsymmetrical 2‐bromo‐5‐pyridylselenium compounds has been carried out under non‐cryogenic conditions by selective single bromine–magnesium exchange of 2,5‐dibromopyridine using isopropylmagnesium chloride. This exchange gives 2‐bromo‐5‐pyridylmagnesium chloride, which upon the insertion of elemental selenium followed by the treatment with alkyl halide gives the title compounds in good yield. This exchange has also been extended towards bromine–magnesium exchange of 2‐bromopyridine for the improved synthesis of 2‐pyridylselenium compounds. The molecular structure of 2‐bromo‐5‐selenopyridyltribromomethane has been examined by single crystal X‐ray diffraction. This compound crystallizes in the monoclinic space group P 2 1 / n . From the molecular structure it was found that intermolecular BrBr, NSe and SeBr interactions control its crystal packing. Copyright © 2005 John Wiley & Sons, Ltd.