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Synthesis of Chiral Imidazolinium Carbene from a Carbohydrate and Its Rhodium(I) Complex

✍ Scribed by Ji-cheng Shi; Ni Lei; Qingsong Tong; Yiru Peng; Junfa Wei; Li Jia

Publisher
John Wiley and Sons
Year
2007
Tongue
English
Weight
93 KB
Volume
2007
Category
Article
ISSN
1434-1948

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✦ Synopsis

Abstract

A chiral imidazolinium salt with two bulky carbohydrate subunits, N,N′‐1,3‐bis(methyl 4,6‐O‐benzylidene‐3‐deoxy‐α‐D‐altropyrano‐3‐yl)imidazolinium chloride (4), was synthesized in high yield. Deprotonation of 4 with sodium tert‐butoxide in the presence of [RhCl(COD)]~2~ produced NHC‐coordinated rhodium complex 5 along with water adduct 6 to a lesser extent depending on the moisture content of the reaction mixture. These compounds were fully characterized by IR, MS, and ^1^H and ^13^C{^1^H} NMR spectroscopy.(© Wiley‐VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2007)

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✍ Ru Jiang; Xiaoli Sun; Wei He; Hui Chen; Yongqing Kuang 📂 Article 📅 2009 🏛 John Wiley and Sons 🌐 English ⚖ 104 KB 👁 2 views

## Abstract A novel chelated ferrocene‐based planar chiral N‐heterocyclic carbene‐Rh(I) complex was synthesized by a simple method. It was applied to the asymmetric transfer hydrogenation of prochiral ketones. Enantioselectivities of up to 67% ee were observed. Copyright © 2009 John Wiley & Sons, L