435274-63-8Relevant articles and documents
[2 π + 2 σ] Type cycloaddition reactions of iminotropone derivatives with naphtho[b]cyclopropene to form cyclic amine compounds
Saito, Katsuhiro,Ono, Katsuhiko,Ito, Narie,Tada, Naoe,Ando, Shinichi
, p. 235 - 240 (2002)
Reactions of iminotropone derivatives with naphtho[b]cyclopropene under the presence of a catalytic amount of AgBF4 afforded cyclic amine derivatives via [2 π + 2 σ] type cycloaddition reactions. On the other hand, a reaction using a tropone hydrazone derivative without a catalysis formed a substituted hydrazone via a σ-bond rupture of the cyclopropene ring.
Switchable Imine and Amine Synthesis Catalyzed by a Well-Defined Cobalt Complex
Paudel, Keshav,Xu, Shi,Hietsoi, Oleksandr,Pandey, Bedraj,Onuh, Chuka,Ding, Keying
supporting information, p. 418 - 426 (2021/02/01)
Switchable imine and amine synthesis catalyzed by a tripodal ligand-supported well-defined cobalt complex is presented herein. A large variety of primary alcohols and amines were selectively converted to imines or amines in good to excellent yields. It is discovered that the base plays a crucial role on the selectivity. A catalytic amount of base leads to the imine formation, while an excess loading of base results in the amine product. This strategy on product selectivity also strongly depends on the organometallic catalysts in use. We expect that the present study could provide useful insights toward selective organic synthesis and catalyst design.
Ruthenium(II) complexes of pyridine-carboxamide ligands bearing appended benzothiazole/benzimidazole rings: Structural diversity and catalysis
Vijayan, Paranthaman,Yadav, Samanta,Yadav, Sunil,Gupta, Rajeev
, (2019/12/11)
A series of ruthenium(II) complexes (1–6) of pyridine-carboxamide ligands, HLBT/BI (HLBT = N-(benzo[d]thiazol-2-yl)picolinamide and HLBI = N-(1H-benzo[d]imidazol-2-yl)picolinamide), have been synthesized. All Ru(II) complexes have been characterized by using various spectroscopic techniques (FTIR, UV–Visible, 1H, 13C, 31P NMR and ESI-MS), conductivity and elemental analyses. The solid-state structures of all Ru(II) complexes, except 2, were substantiated by the single crystal X-ray diffraction technique that revealed versatile coordination modes of two bidentate ligands varying between N–N and N–O modes. All Ru(II) complexes exhibited a distorted octahedral geometry with a bidentate ligand while other coordination sites are occupied by either anionic Cl? or neutral co-ligands (CO, PPh3, CH3CN or (CH3)2SO). These well-defined ruthenium(II) complexes have been utilized as the homogeneous catalysts for the alkylation of amines using alcohols ensuing hydrogen borrowing strategy. Out of six complexes, 1 and 2 were found highly effective catalysts towards the N-alkylation of different amines with assorted alcohols. The alkylated products were obtained in excellent yields with good tolerance to a large variety of functional groups. To evaluate the role of putative Ru-hydride species as the intermediate during the catalytic cycle, the respective Ru-H complexes (7 and 8) were synthesized by the reaction of complexes 1 and 2 with NaBH4. Both Ru-H complexes were characterized using different spectroscopic techniques and crystallography. Importantly, both Ru-H complexes, 7 and 8, were directly able to alkylate imine using alcohol thus confirming the involvement of Ru-hydride species as the intermediates during the proposed catalytic cycle.
