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Synthesis, Structure and Transmetalation Activity of Various C , Y ‐Chelated Organogold(I) Compounds
Author(s) -
Hejda Martin,
Dostál Libor,
Jambor Roman,
Růžička Aleš,
Jirásko Robert,
Holeček Jaroslav
Publication year - 2012
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.201200152
Subject(s) - transmetalation , chemistry , platinum , nuclear magnetic resonance spectroscopy , chelation , stereochemistry , medicinal chemistry , crystal structure , crystallography , catalysis , inorganic chemistry , organic chemistry
A set of organogold(I) compounds L 1–4 Au(PPh 3 ), where L 1 = [ o ‐C 6 H 4 (CH=NC 6 H 3 i Pr 2 ‐2,6)] – ( 1 ), L 2 = { o , o ‐C 6 H 3 [C(Me)=NC 6 H 3 Me 2 ‐2,6] 2 } – ( 2 ), L 3 = [ o , o′ ‐C 6 H 3 (CH 2 OMe)(CH 2 NMe 2 )] – ( 3 ), L 4 = [ o , o ‐C 6 H 3 (CH 2 OMe) 2 ] – ( 4 ), were synthesized by the reaction of parent organolithium derivatives L 1–4 Li with [AuCl(PPh 3 )] in good yields. The molecular structures of 1 – 4 were characterized by ESI mass spectrometry and 1 H NMR, 13 C NMR and 31 P NMR spectroscopy, and their structures in the solid state were determined using single‐crystal X‐ray diffraction analyses. The transmetalation potential of 1 – 4 was tested by the reaction with either [PdCl 2 (CH 3 CN) 2 ] or [PtCl 2 (Et 2 S) 2 ] complexes. While the reaction of compounds 1 and 2 proceeded smoothly with the formation of the desired transition‐metal complexes, i.e. (L 1 PdCl) 2 ( 5 ), L 1 PtCl(Et 2 S) ( 6 ) and L 2 MCl [M = Pd ( 7 ) or Pt ( 8 ). In the case of the O , C , N ‐ and O , C , O ‐chelated derivatives 3 and 4 only the platinum(II) compounds L 3 PtCl(PPh 3 ) ( 9 ) and L 4 PtCl(Et 2 S) 2 ( 10 ) could be isolated after the reaction, as a result of the labile behaviour of the corresponding palladium compounds. All derivatives 5 – 10 were characterized by the help of ESI mass spectrometry and 1 H NMR, 13 C NMR and 31 P NMR spectroscopy, and in the case of compounds 5 – 7 and 9 using single‐crystal X‐ray diffraction analyses.