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Citation
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HERO ID
8418642
Reference Type
Journal Article
Title
Chiral phosphoramidite ligands based on 8-chloroquinoline and their rhodium(III), palladium(II), and platinum(II) complexes
Author(s)
Franciã², G; Arena, CG; Faraone, F; Graiff, C; Lanfranchi, M; Tiripicchio, A
Year
1999
Is Peer Reviewed?
Yes
Journal
European Journal of Inorganic Chemistry
ISSN:
1434-1948
EISSN:
1099-0682
Publisher
Wiley-VCH Verlag
Issue
8
Page Numbers
1219-1227
Language
English
DOI
10.1002/(sici)1099-0682(199908)1999:8<1219::aid-ejic1219>3.0.co;2-q
Abstract
The new chiral ligands 2-butyl-8-chloro-1-(4,8-di-tert-butyl-2,10- dimethoxy-5,7-dioxa-6-phosphadibenzo[a,c]cyclohepten-6-yl)-1,2- dihydroquinoline (BIPHENPHOSHQUIN, 3) and 2-butyl-8-chloro-1-(3,5-dioxa-4- phosphacyclohepta[2,1-a;3,4-a']-dinaphthalen-4-yl)-1,2-dihydroquinoline (BINAPHOSHQUIN, 4; 4a: S(a)R(C), 4b: S(a)S(C)) have been synthesized starting from the rigid backbone of 8-chloroquinoline. The reactions of 3 and 4 with rhodium(I), palladium(II), and platinum(II) substrates are reported. The reaction of 3 with [Rh(CO)2Cl]2 in a 2:1 molar ratio in hexane afforded a binuclear chloro-bridged rhodium(III) species by intramolecular oxidative addition of the C-Cl bond of ligand 3 across the rhodium(I) centers. The rhodium(III) complex 5, incorporating the enantiomers S(a)R(C)-3 and R(a)S(C)-3, has been fully characterized by X-ray diffractometry. Reactions of [Pd(PhCN)2Cl2] with the ligands 3 and 4a in 1:2 molar ratio in toluene afforded the products cis-[Pd(3)2Cl2] (9) and cis-[Pd(4a)2Cl2] (10). Similarly, reaction of [Pt(COD)I2] with 4a in a 1:2 molar ratio afforded the complex cis-[Pt(4a)2I2] (11). An X-ray analysis has been carried out to obtain information on the effect of the ligand 4a on the overall structure of 11.
Keywords
Chiral ligands; Phosphoramidite; Platinum; Rhodium
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