Aza-crown compounds synthesised by the self-condensation of 2-amino-benzyl alcohol over a pincer ruthenium catalyst and applied in the transfer hydrogenation of ketones. Issue 44 (5th November 2020)

• Record Type: Journal Article
• Authors: Zhang, Shanshan; Wang, Zheng; Cao, Qianrong; Yue, Erlin; Liu, Qingbin; Ma, Yanping; Liang, Tongling; Sun, Wen-Hua
• Is Part Of: Dalton transactions. Volume 49:Issue 44(2020)
• Page Start: 15821
• Page End: 15827
• Publication Date: 2020-11-05
• Subjects: Chemistry, Inorganic -- Periodicals; Chemistry, Physical and theoretical -- Periodicals; Chemistry, Inorganic -- Periodicals; 546.05
• DOI: 10.1039/d0dt03257c
• Languages: English
• ISSNs: 1477-9226

Abstract

Abstract : Three aza-crown compounds are synthesized through the self-condensation of 2-aminobenzyl alcohol, and their iron complexes conducted hydrogenation of ketones into alcohols. Abstract : A well-defined PNN-Ru catalyst was revisited to self-condense 2-aminobenzyl alcohol in forming a series of novel aza-crown compounds [aza-12-crown-3 (1 ), aza-16-crown-4 (2 ) and aza-20-crown-5 (3 )]. All aza-crown compounds are separated and determined by NMR, IR, and ESI-MS spectroscopy as well as X-ray crystallography, indicating the saddle structure of 1 and the twisted 1, 3-alternate conformation structure of 3 . These aza-crown compounds have been explored to study ferric initiation of transfer hydrogenation (TH) of ketones into their corresponding secondary alcohols in the presence of 2-propanol with a basic t -BuOK solution, achieving a high conversion (up to 95%) by a ferric complex with 2 in a low loading (0.05 mol%).