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Bis(2-diphenylphosphinoxynaphthalen-1-yl)methane: transition metal chemistry, Suzuki cross-coupling reactions and homogeneous hydrogenation of olefins

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Title Bis(2-diphenylphosphinoxynaphthalen-1-yl)methane: transition metal chemistry, Suzuki cross-coupling reactions and homogeneous hydrogenation of olefins
 
Creator PUNJI, B
MAGUE, JT
BALAKRISHNA, MS
 
Subject molecular-structures
x-ray
catalyzed hydroformylation
functionalized phosphines
asymmetric hydrogenation
heterogeneous catalysis
coordination chemistry
palladium catalysts
crystal-structure
complexes
 
Description Transition metal complexes of bis(2-diphenylphosphinoxynaphthalen-1-yl) methane (1) are described. Bis(phosphinite) 1 reacts with Group 6 metal carbonyls, [Rh(CO)(2)Cl](2), anhydrous NiCl2, [Pd(C3H5)Cl](2)/AgBF4 and Pt(COD)I-2 to give the corresponding 10-membered chelate complexes 2, 3 and 5-8. Reaction of 1 with [Rh(COD)Cl](2) in the presence of AgBF4 affords a cationic complex, [Rh(COD){Ph2P(-OC10H6)(mu-CH2)(C10H6O-)PPh2-kappa P, kappa P}]BF4 (4). Treatment of 1 with AuCl(SMe2) gives mononuclear chelate complex, [(AuCl){Ph2P(-OC10H6)(mu-CH2)(C10H6O-) PPh2-kappa P, kappa P}] (9) as well as a binuclear complex, [Au(Cl){mu-Ph2P(-OC10H6)(mu-CH2)(C10H6O-) PPh2- kappa P, kappa P} AuCl] (10) with ligand 1 exhibiting both chelating and bridged bidentate modes of coordination respectively. The molecular structures of 2, 6, 7, 9 and 10 are determined by X-ray studies. The mixture of Pd(OAc)(2) and 1 effectively catalyzes Suzuki cross-coupling reactions of a range of aryl halides with aryl boronic acid in MeOH at room temperature or at 60 degrees C, giving generally high yields even under low catalytic loads. The cationic rhodium(I) complex, [Rh(COD){Ph2P(-OC10H6)(mu-CH2)(C10H6O-) PPh2-kappa P, kappa P}]BF4 (4) catalyzes the hydrogenation of styrenes to afford the corresponding alkyl benzenes in THF at room temperature or at 70 degrees C with excellent turnover frequencies.
 
Publisher ROYAL SOC CHEMISTRY
 
Date 2011-08-28T08:02:08Z
2011-12-26T12:57:57Z
2011-12-27T05:46:27Z
2011-08-28T08:02:08Z
2011-12-26T12:57:57Z
2011-12-27T05:46:27Z
2006
 
Type Article
 
Identifier DALTON TRANSACTIONS, (10), 1322-1330
1477-9226
http://dx.doi.org/10.1039/b510589g
http://dspace.library.iitb.ac.in/xmlui/handle/10054/11687
http://hdl.handle.net/10054/11687
 
Language en