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One‐Pot Synthesis of an Enantiopure N,N,O Scorpionate Ligand Derived from (+)‐Camphor
Author(s) -
Elflein Johannes,
Platzmann Florian,
Burzlaff Nicolai
Publication year - 2007
Publication title -
european journal of inorganic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.667
H-Index - 136
eISSN - 1099-0682
pISSN - 1434-1948
DOI - 10.1002/ejic.200700827
Subject(s) - chemistry , enantiopure drug , salicylaldehyde , ligand (biochemistry) , rhenium , deprotonation , medicinal chemistry , thionyl chloride , pyridine , camphor , octahedron , stereochemistry , zinc , chloride , organic chemistry , enantioselective synthesis , catalysis , crystal structure , schiff base , ion , biochemistry , receptor
A one‐pot synthesis of the new enantiopure heteroscorpionate ligand HOPhbpm 3cam ( 3 ) was described. Ligand 3 was obtained in a pyridine‐catalysed Peterson rearrangement starting from camphorpyrazole, thionyl chloride, and salicylaldehyde. κ 2 ‐ and κ 3 ‐coordination of the ligand was observed, and the ligand was shown to form a tetrahedral zinc complex [Zn‐κ 3 ‐(OPhbpm 3cam )CH 3 ] ( 4 ) as well as an octahedral rhenium complex [Re‐κ 3 ‐(OPhbpm 3cam )(CO) 3 ] ( 6 ). (© Wiley‐VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2007)