2001
DOI: 10.1002/1098-1071(2001)12:1<27::aid-hc6>3.0.co;2-1
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The unusual stereochemical behavior in the addition of phosphites to N-1-naphthyl terephthalic and isophthalic Schiff bases

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Cited by 18 publications
(4 citation statements)
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“…The ligand L 1 was synthesized following Scheme as a deep red colored compound. L 2 was synthesized and characterized according to the reported procedure …”
Section: Methodsmentioning
confidence: 99%
See 1 more Smart Citation
“…The ligand L 1 was synthesized following Scheme as a deep red colored compound. L 2 was synthesized and characterized according to the reported procedure …”
Section: Methodsmentioning
confidence: 99%
“…L 2 was synthesized and characterized according to the reported procedure. 14 UV−Visible and Fluorescence Spectroscopic Studies. All the spectroscopic experiments have been performed in a mixed solvent MeOH/aqueous HEPES buffer (1 mM, pH 7.4; 3:2 v/v) with an L 1 concentration of 1 × 10 −6 M. Experimental detail for testing selectivity and reversibility is placed in the Supporting Information.…”
Section: ■ Experimental Sectionmentioning
confidence: 99%
“…Unfortunately, diastereoisomers were not separated due to their fragility to silica gel and neither applied cellulose powder nor aluminium oxide were found to be efficient enough to provide a good resolution of diastereoisomers. The addition of phosphites to terephthalic and isophthalic imines is in 100% stereoselective [38][39][40] leading to the formation of a meso-form and we suggested [39] that this stereoselective addition to completely achiral compounds originated from intermolecular interactions between two molecules of the mono-addition intermediate products and two phosphite molecules (Scheme 2(a)). In case of ferrocene derivative, it takes the most probably the conformation as in Scheme 2(b), which seems to be the most convenient one.…”
Section: Resultsmentioning
confidence: 95%
“…14 This drawback has been limited up to certain extent by some of the recent synthetic methods for the synthesis of α-aminophosphonates by the addition of dialkyl/ diarylphosphites to schiff's bases, 15 N-α-naphthylimines prepared from terephthalic and isophthalic aldehydes to yield corresponding N-α-naphthylamino-phosphonates in good yields. 16 Lewkowski et al, 17 synthesized bis(α-aminophosphonates) via the phosphite addition to N-(o-substituted phenyl) terephthalic schiff's bases. Bis(α-aminophosphonates) were synthesized by Rezaei et al 18 using aldehydes, diethyl phosphite and diamines in the presence of FeCl 3 catalyst in moderate yields.…”
Section: Introductionmentioning
confidence: 99%