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Volumn 10, Issue 23, 2008, Pages 5441-5444

Alkali metals in silica gel (M-SG): A new reagent for desulfonation of amines

Author keywords

[No Author keywords available]

Indexed keywords

ALKALI METAL; AMINE; DYES, REAGENTS, INDICATORS, MARKERS AND BUFFERS; SILICA GEL; SILICON DIOXIDE; SULFONAMIDE; SULFONIC ACID DERIVATIVE;

EID: 61349189648     PISSN: 15237060     EISSN: None     Source Type: Journal    
DOI: 10.1021/ol8021337     Document Type: Article
Times cited : (52)

References (54)
  • 45
    • 61349132724 scopus 로고    scopus 로고
    • SiGNa Chemistry has developed three categories of alkali metal-nanostructured silica materials (M-SG): Stage 0 materials are strongly reducing pyrophoric powders. Stage I materials are nonpyrophoric, free-flowing black powders with reactivity equivalent to neat alkali metals. Stage II is less reducing but reacts with water to produce hydrogen at pressures from ambient to several thousand psi. All three categories of M-SG, with different metals and metal alloys absorbed, are available commercially. CAUTION: With all M-SG materials, strong exothermic reactions may occur with liquid water or sufficiently moist air.
    • SiGNa Chemistry has developed three categories of alkali metal-nanostructured silica materials (M-SG): Stage 0 materials are strongly reducing pyrophoric powders. Stage I materials are nonpyrophoric, free-flowing black powders with reactivity equivalent to neat alkali metals. Stage II is less reducing but reacts with water to produce hydrogen at pressures from ambient to several thousand psi. All three categories of M-SG, with different metals and metal alloys absorbed, are available commercially. CAUTION: With all M-SG materials, strong exothermic reactions may occur with liquid water or sufficiently moist air.
  • 49
    • 61349098685 scopus 로고    scopus 로고
    • Experimental procedures can be found in the Supporting Information
    • Experimental procedures can be found in the Supporting Information.
  • 54
    • 61349198052 scopus 로고    scopus 로고
    • Because a two-electron S-N bond cleavage is this paper's focus, the molar equivalency of the M-SG reactants is reckoned in terms of pairs of electrons, i.e, as 1/2 the total number of moles of alkali metal present. Thus, if reaction efficiency were perfect, 1 equiv of M-SG, so termed, would cleave 1 mol of tosyl amides; its reaction with ethanol (2 mol) forms 1 mol of H2 gas. This choice of terminology places the M-SG reagents on the same equivalence-counting scale as, for instance, lithium triethylborohydride or other single hydride donor reducing agents
    • 2 gas. This choice of terminology places the M-SG reagents on the same equivalence-counting scale as, for instance, lithium triethylborohydride or other single hydride donor reducing agents.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.