Mechanism of Alkaline Earth Metal Amide Catalyzed Hydrogenation of Challenging Alkenes and Arenes
Recently, bulky alkaline earth (Ae=Mg, Ca, Sr, Ba) metal amide complexes AeN“2 (N”=N[Si(iPr)3]2) are shown to be active for catalyzing the hydrogenation of unactivated alkenes and arenes, presumably via the monomer N“AeH as catalyst. In sharp contrast, our extensive DFT calculations disclose that th...
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| Published in | ChemSusChem Vol. 17; no. 22; pp. e202400754 - n/a |
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| Abstract | Recently, bulky alkaline earth (Ae=Mg, Ca, Sr, Ba) metal amide complexes AeN“2 (N”=N[Si(iPr)3]2) are shown to be active for catalyzing the hydrogenation of unactivated alkenes and arenes, presumably via the monomer N“AeH as catalyst. In sharp contrast, our extensive DFT calculations disclose that the double Ae−H−Ae bridged dimer (N”AeH)2 is kinetically more favorable in catalytic hydrogenation with H2, although rate‐limited by the initial hydrogenolysis of AeN“2 to form the monomer N”AeH.
Extensive DFT calculations disclose that upon moderate heating alkaline earth metal amide AeN“2 reacts with H2 to form monomeric HAeN”, which can further dimerize into dimeric (HAeN“)2 as reactive catalyst for the hydrogenation of challenging alkene/arene C=C bonds with H2, thus providing deep mechanistic insights for metal amide based hydrogenation catalysis. |
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| AbstractList | Recently, bulky alkaline earth (Ae=Mg, Ca, Sr, Ba) metal amide complexes AeN“2 (N”=N[Si(iPr)3]2) are shown to be active for catalyzing the hydrogenation of unactivated alkenes and arenes, presumably via the monomer N“AeH as catalyst. In sharp contrast, our extensive DFT calculations disclose that the double Ae−H−Ae bridged dimer (N”AeH)2 is kinetically more favorable in catalytic hydrogenation with H2, although rate‐limited by the initial hydrogenolysis of AeN“2 to form the monomer N”AeH. Recently, bulky alkaline earth (Ae=Mg, Ca, Sr, Ba) metal amide complexes AeN"2 (N"=N[Si(iPr)3]2) are shown to be active for catalyzing the hydrogenation of unactivated alkenes and arenes, presumably via the monomer N"AeH as catalyst. In sharp contrast, our extensive DFT calculations disclose that the double Ae-H-Ae bridged dimer (N"AeH)2 is kinetically more favorable in catalytic hydrogenation with H2, although rate-limited by the initial hydrogenolysis of AeN"2 to form the monomer N"AeH.Recently, bulky alkaline earth (Ae=Mg, Ca, Sr, Ba) metal amide complexes AeN"2 (N"=N[Si(iPr)3]2) are shown to be active for catalyzing the hydrogenation of unactivated alkenes and arenes, presumably via the monomer N"AeH as catalyst. In sharp contrast, our extensive DFT calculations disclose that the double Ae-H-Ae bridged dimer (N"AeH)2 is kinetically more favorable in catalytic hydrogenation with H2, although rate-limited by the initial hydrogenolysis of AeN"2 to form the monomer N"AeH. Recently, bulky alkaline earth (Ae=Mg, Ca, Sr, Ba) metal amide complexes AeN" (N"=N[Si(iPr) ] ) are shown to be active for catalyzing the hydrogenation of unactivated alkenes and arenes, presumably via the monomer N"AeH as catalyst. In sharp contrast, our extensive DFT calculations disclose that the double Ae-H-Ae bridged dimer (N"AeH) is kinetically more favorable in catalytic hydrogenation with H , although rate-limited by the initial hydrogenolysis of AeN" to form the monomer N"AeH. Recently, bulky alkaline earth (Ae=Mg, Ca, Sr, Ba) metal amide complexes AeN“2 (N”=N[Si(iPr)3]2) are shown to be active for catalyzing the hydrogenation of unactivated alkenes and arenes, presumably via the monomer N“AeH as catalyst. In sharp contrast, our extensive DFT calculations disclose that the double Ae−H−Ae bridged dimer (N”AeH)2 is kinetically more favorable in catalytic hydrogenation with H2, although rate‐limited by the initial hydrogenolysis of AeN“2 to form the monomer N”AeH. Extensive DFT calculations disclose that upon moderate heating alkaline earth metal amide AeN“2 reacts with H2 to form monomeric HAeN”, which can further dimerize into dimeric (HAeN“)2 as reactive catalyst for the hydrogenation of challenging alkene/arene C=C bonds with H2, thus providing deep mechanistic insights for metal amide based hydrogenation catalysis. Recently, bulky alkaline earth (Ae=Mg, Ca, Sr, Ba) metal amide complexes AeN“ 2 (N”=N[Si( i Pr) 3 ] 2 ) are shown to be active for catalyzing the hydrogenation of unactivated alkenes and arenes, presumably via the monomer N“AeH as catalyst. In sharp contrast, our extensive DFT calculations disclose that the double Ae−H−Ae bridged dimer (N”AeH) 2 is kinetically more favorable in catalytic hydrogenation with H 2 , although rate‐limited by the initial hydrogenolysis of AeN“ 2 to form the monomer N”AeH. |
| Author | Qu, Zheng‐Wang Zhu, Hui Grimme, Stefan |
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| Snippet | Recently, bulky alkaline earth (Ae=Mg, Ca, Sr, Ba) metal amide complexes AeN“2 (N”=N[Si(iPr)3]2) are shown to be active for catalyzing the hydrogenation of... Recently, bulky alkaline earth (Ae=Mg, Ca, Sr, Ba) metal amide complexes AeN“ 2 (N”=N[Si( i Pr) 3 ] 2 ) are shown to be active for catalyzing the hydrogenation... Recently, bulky alkaline earth (Ae=Mg, Ca, Sr, Ba) metal amide complexes AeN" (N"=N[Si(iPr) ] ) are shown to be active for catalyzing the hydrogenation of... Recently, bulky alkaline earth (Ae=Mg, Ca, Sr, Ba) metal amide complexes AeN"2 (N"=N[Si(iPr)3]2) are shown to be active for catalyzing the hydrogenation of... |
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| SubjectTerms | Alkaline earth metals alkene Alkenes arene Aromatic compounds Calcium DFT calculations homogenous catalysis Hydrogenation Hydrogenolysis metal hydride complex Monomers |
| Title | Mechanism of Alkaline Earth Metal Amide Catalyzed Hydrogenation of Challenging Alkenes and Arenes |
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