Studies on olefin epoxidation with t-BuOOH catalysed by dioxomolybdenum(VI) complexes of a novel chiral pyridyl alcoholate ligand

• Tipo: Artigo em Revista Científica Internacional
• Data: 2001

Autores

Valente, AA (Autor) Outra; Goncalves, IS (Autor) Outra; Lopes, AD (Autor) Outra; Rodriguez Borges, JE (Autor) FCUP; Pillinger, M (Autor) Outra; Romao, CC (Autor) Outra; Rocha, J (Autor) Outra; Garcia Mera, X (Autor) Outra

Revista

Título: New Journal of Chemistry

Vol. 25

Páginas: 959-963

ISSN: 1144-0546

Editora: Royal Society of Chemistry

Indexação

ISI Web of Knowledge - 53 Citações

Scopus - 54 Citações

Classificação Científica

FOS: Ciências exactas e naturais > Química

Outras Informações

ID Authenticus: P-000-XJW

DOI: 10.1039/b102523f

Abstract (EN): The chiral dioxomolybdenum(VI) complexes [MoCl{(1R,2S,5S)-8-trimethylsilyloxy-1-(2-pyridyl)mentholato}(O)(2)-(THF)] and [Mo{(1R,2S,5S)-8-trimethylsilyloxy-1-(2-pyridyl)mentholato}(2)(O)(2)] have been prepared in good yields by reaction of the solvent substituted complex [MoCl2O2(THF)(2)] with one or two equivalents of chiral 2'-pyridyl alcohol. The optically active aminoalcohol was obtained by reaction of 2-pyridyllithium with (-)-(2S,5S)-8-trimethyl-silyloxymenthone. The complexes are active catalysts in the homogeneous epoxidation of cyclic and linear olefins, dienes and terpenes by t-BuOOH. They present remarkable activity and excellent product selectivity in cyclooctene epoxidation (cyclooctene oxide was obtained in quantitative yield). In the case of limonene, regioselectivity is high in favour of the epoxidation of the internal cyclic double bond. Ring opening activity was also observed for alpha -pinene oxide, producing campholenic aldehyde and epoxy campholenic aldehyde.

Idioma: Inglês

Tipo (Avaliação Docente): Científica

Nº de páginas: 5