Mono- and Dinuclear Aluminium Complexes Derived from Biguanide and Carbothiamide Ligands

Dehmel, Maximilian; Görls, Helmar; Kretschmer, Robert

doi:10.3390/inorganics9070052

Cited by 2 publications

(1 citation statement)

References 32 publications

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“…In 1864, Nandi [14] introduced the first report on ill-defined Al(III) biguanide compounds. Recently, the Kretschmer research group [15] isolated aluminum alkyl complexes supported by tetrasubstituted biguanides. Consequently, our group recently synthesized symmetrical tetra-aryl substituted conjugated bisguanidines (CBG) [16] and their aluminum complexes.…”

Section: Introductionmentioning

confidence: 99%

Organoaluminum Catalyzed Guanylation and Hydroboration Reactions of Carbodiimides

Nayak

Sarkar

Sampath

et al. 2022

Zeitschrift anorg allge chemie

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Herein, we report the guanylation of carbodiimides with primary and secondary alkyl/aryl amines and the reduction of CDIs via hydroboration using molecular conjugated bis‐guanidinate (CBG) aluminum alkyl catalysts. The first example of structurally characterized unsymmetrical tetra‐aryl substituted CBG (LH) is reported. The reaction of LH; (L={(Ar1NH)(ArN)−C=N−C=(NAr)(NHAr1)}; Ar1=2,6‐iPr2−C6H3, Ar=2,6‐Me2−C6H3) with AlMe3 solution afforded a LAlMe2 (1) complex. The ligand (LH) and compound 1 were thoroughly characterized, including single‐crystal X‐ray diffraction studies. More importantly, compounds 1 and L'AlMe2 (2); (L’={(ArNH)(ArN)−C=N−C=(NAr)(NHAr)}; Ar=2,6‐Et2−C6H3) are utilized as catalysts for N−H and B−H addition to symmetrical aryl or alkyl carbodiimides to obtain the corresponding guanidines and N‐boryl formamidines in excellent yields. The developed catalytic methods are effectively used for the large‐scale synthesis of guanidine and formamidine derivatives under mild reaction conditions.

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Section: Introductionmentioning

confidence: 99%

Organoaluminum Catalyzed Guanylation and Hydroboration Reactions of Carbodiimides

Nayak

Sarkar

Sampath

et al. 2022

Zeitschrift anorg allge chemie

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Organoaluminum Cation Catalyzed Selective Hydrosilylation of Carbonyls, Alkenes, and Alkynes

et al. 2022

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The N,N'-chelated β-diketiminate analogue i. e., conjugated bisguanidine (CBG) ligand L(3H) [L = {(ArHN)(ArN)À C=NÀ C = (NAr)(NHAr)}; Ar = 2,6-Et 2 -C 6 H 3 ], has been used to synthesize mono-and dinuclear Al(III) dimethyl complexes, [L(2H) AlMe 2 ](1) and [L(H)(AlMe 2 ) 2 ] (2). Compounds 1 and 2 are synthesized by deprotonation method using free ligand and appropriate stoichiometric amounts of AlMe 3 and are structurally characterized by a single-crystal X-ray diffraction technique. Moreover, the reaction of compound 1 with B(C 6 F 5 ) 3 afforded a threecoordinate aluminum methyl cation [L(2H)AlMe] + [MeB(C 6 F 5 ) 3 ] À 3 in good yield. Compound 3 was thermally stable and characterized by multinuclear NMR spectroscopy. Furthermore, we demonstrated that compound 3 catalyzed hydrosilylation of carbonyls, alkenes, and alkyne with triethylsilane (HSiEt 3 ) under solvent-free conditions. We found that catalyst 3 is also effective for large-scale hydrosilylation reactions. Additionally, we have shown that compound 3 catalyzed benzaldehyde's intermolecular chemoselective hydrosilylation over other reducible functional groups.

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Mono- and Dinuclear Aluminium Complexes Derived from Biguanide and Carbothiamide Ligands

Cited by 2 publications

References 32 publications

Organoaluminum Catalyzed Guanylation and Hydroboration Reactions of Carbodiimides

Organoaluminum Catalyzed Guanylation and Hydroboration Reactions of Carbodiimides

Organoaluminum Cation Catalyzed Selective Hydrosilylation of Carbonyls, Alkenes, and Alkynes

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