Insertion of Imines and Carbon Monoxide into Manganese−Alkyl Bonds: Synthesis and Structure of a Manganese−α-Amino Acid Derivative

Autor:	and Rajiv Dhawan, Jason L. Davis, Danny Lafrance, Bruce A. Arndtsen
Rok vydání:	2001
Předmět:	chemistry.chemical_classification Chemistry Ligand Organic Chemistry Imine Iminium chemistry.chemical_element Manganese Medicinal chemistry Oxidative addition Inorganic Chemistry chemistry.chemical_compound Yield (chemistry) Organic chemistry Physical and Theoretical Chemistry Alkyl Carbon monoxide
Zdroj:	Organometallics. 20:1128-1136
ISSN:	1520-6041 0276-7333
Popis:	Two new routes have been developed to generate manganese-chelated amides from imine and carbon monoxide building blocks. The reaction of (CO)5MnR (R = CH3, Ph) with (p-tolyl)(R1)NR2 (R1 = H, tBu; R2 = alkyl, H) results in the generation of the cyclometalated imine complexes (CO)4Mn[η2-4-CH3-2-(C(R1)NR2)-C6H3] in 50−84% isolated yield. However, when the reaction of (p-tolyl)(H)CNCH3 with (CO)5MnCH3 is performed in the presence of AlCl3, the product of sequential carbon monoxide and imine insertion is generated in 35% yield: (CO)4Mn[η2-C(H)(p-tolyl)N(CH3)COCH3]. The addition of PPh3 to the latter complex results in replacement of a carbonyl ligand and formation of the isolable fac-(CO)3(PPh3)Mn[η2-C(H)(p-tolyl)N(CH3)COCH3]. In an alternative route to metal-bound amides, the oxidative addition of the N-acyl iminium salt (p-tolyl(H)CN(CH3)COPh+Cl- to (CO)5Mn-Na+ has been found to lead to the generation of the product of subsequent CO insertion, (CO)4Mn[η2-COC(H)(p-tolyl)N(CH3)COPh]. The latter represents the...
Databáze:	OpenAIRE
Externí odkaz:	https://explore.openaire.eu/search/publication?articleId=doi_________::6e1f2d2f5164815c71ca3d6a1b33858e https://doi.org/10.1021/om000745d Zobrazit plný text záznamu