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Catalysis Science & Technology Vol - 1 Issue - 1

A water-soluble phosphite derived from sulfonated calix[4]arene. The remarkable stability of its rhodium complexes and two phase hydroformylation studies

Content Provider	Royal Society of Chemistry (RSC)
Author	Pringle, Paul G. Cobley, Christopher J.
Copyright Year	2011
Abstract	The reaction of tetrasulfonated calix[4]arene (trioctylammonium salt) with P(NMe2)3 followed by treatment with gaseous NMe2H gave a zwitterionic six-coordinate phosphorus(V) species 1 containing a P(H)(NHMe2) group which can be stored for months without decomposition. In water, 1 loses NHMe2 and rearranges to form the water soluble phosphite Lcc. Phosphite Lcc has a half-life in water of ca. 5 h decomposing to H3PO3 and free tetrasulfonated calix[4]arene. Compound 1 serves as a convenient precursor to Lcc and complexes of Lcc are formed by dissolving 1 in water in the presence of labile metal complexes. The products have been identified by comparison of their 31P NMR data with well established analogues of calix[4]arene derived phosphites. In this way the water soluble complexes [Rh(acac)(CO)(Lcc)2] (2c) [Rh2Cl2(CO)2(Lcc)2] (3c), [Pt2Cl4(Lcc)2] (4c) and [PtCl2(Lcc)2] have been tentatively identified. The rhodium complex 3c has a half-life in water of 4 months. Two-phase (water/toluene) hydroformylation of 2-methylpentenoate with 2c as a catalyst has been investigated and the results compared with the same reaction in toluene with lipophilic analogues of 2c. Under mild conditions, with 2ccatalyst, branched aldehydes are the only products of hydroformylation and one of the branched aldehydes is selectively hydrogenated to give the lactone derivative.
Starting Page	239
Ending Page	242
Page Count	4
File Format	HTM / HTML PDF
ISSN	20444753
Volume Number	1
Issue Number	2
Journal	Catalysis Science & Technology
DOI	10.1039/c0cy00031k
Language	English
Publisher	Royal Society of Chemistry
Access Restriction	Open
Subject Keyword	Phosphite ester Toluene NME2 Phosphorus Lactone Compound Lcc Rhodium Hydroformylation Half-life Nuclear magnetic resonance Phosphorous acid Lipophilicity
Content Type	Text
Resource Type	Article
Subject	Catalysis

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