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Interconverting Lanthanum Hydride and Borohydride Catalysts for C=O Reduction and C−O Bond Cleavage
Angewandte Chemie International Edition ( IF 16.1 ) Pub Date : 2019-01-25 , DOI: 10.1002/anie.201813305 Smita Patnaik 1 , Aaron D. Sadow 1
Angewandte Chemie International Edition ( IF 16.1 ) Pub Date : 2019-01-25 , DOI: 10.1002/anie.201813305 Smita Patnaik 1 , Aaron D. Sadow 1
Affiliation
The high catalytic reactivity of homoleptic tris(alkyl) lanthanum La{C(SiHMe2)3}3 is highlighted by C−O bond cleavage in the hydroboration of esters and epoxides at room temperature. The catalytic hydroboration tolerates functionality typically susceptible to insertion, reduction, or cleavage reactions. Turnover numbers (TON) up to 10 000 are observed for aliphatic esters. Lanthanum hydrides, generated by reactions with pinacolborane, are competent for reduction of ketones but are inert toward esters. Instead, catalytic reduction of esters requires activation of the lanthanum hydride by pinacolborane.
中文翻译:
互转换氢化镧和硼氢化物催化剂用于C = O还原和C-O键裂解
均聚物三(烷基)镧La {C(SiHMe 2)3 } 3的高催化反应活性在室温下酯和环氧化物的硼氢化反应中通过C-O键裂解突出显示。催化硼氢化可耐受通常易于插入,还原或裂解反应的官能度。脂族酯的营业额(TON)高达10,000。与频哪醇硼烷反应生成的氢化镧可以还原酮,但对酯呈惰性。相反,酯的催化还原需要通过频哪醇硼烷活化氢化镧。
更新日期:2019-01-25
中文翻译:
互转换氢化镧和硼氢化物催化剂用于C = O还原和C-O键裂解
均聚物三(烷基)镧La {C(SiHMe 2)3 } 3的高催化反应活性在室温下酯和环氧化物的硼氢化反应中通过C-O键裂解突出显示。催化硼氢化可耐受通常易于插入,还原或裂解反应的官能度。脂族酯的营业额(TON)高达10,000。与频哪醇硼烷反应生成的氢化镧可以还原酮,但对酯呈惰性。相反,酯的催化还原需要通过频哪醇硼烷活化氢化镧。