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Synthesis of Chiral Imidazolinium Carbene from a Carbohydrate and Its Rhodium(I) Complex
Author(s) -
Shi Jicheng,
Lei Ni,
Tong Qingsong,
Peng Yiru,
Wei Junfa,
Jia Li
Publication year - 2007
Publication title -
european journal of inorganic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.667
H-Index - 136
eISSN - 1099-0682
pISSN - 1434-1948
DOI - 10.1002/ejic.200700027
Subject(s) - chemistry , rhodium , adduct , deprotonation , carbene , yield (engineering) , medicinal chemistry , salt (chemistry) , nuclear magnetic resonance spectroscopy , chloride , carbohydrate , organic chemistry , stereochemistry , catalysis , ion , materials science , metallurgy
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)