Group 8 metallocenes as bulky functional groups in glucopyranosides

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• 作者：Dirk Schwidom ; Mirjam Volkmann ; Anne Wolter ; Jü ; rgen Heck ; ^{juergen.heck@chemie.uni-hamburg.de}
• 关键词：Carbohydrates ; Ferrocene ; Ruthenocene ; Mononuclear complexes ; X-ray structure determination
• 刊名：Carbohydrate Research
• 出版年：2013
• 出版时间：10 January, 2013
• 年：2013
• 卷：365
• 期：Complete
• 页码：26-31
• 全文大小：1054 K

文摘

The functionalization of methyl d-glucopyranosides at positions 4 and 6 with bulky moieties was carried out by using ferrocenyl and ruthenocenyl substituents. The synthesis succeeded by reaction of the methyl d-glucopyranosides with the corresponding metallocene monocarbaldehyde dimethyl acetal catalysed by iodine in acetonitrile. The resulting compounds methyl 4,6-O-(metallocenylmethylidene)-¦Á-d-glucopyranoside (M = Fe (1) and M = Ru (3)) and methyl 4,6-O-(metallocenylmethylidene)-¦Â-d-glucopyranoside (M = Fe (2) and M = Ru (4)) were characterized by ¹H and ¹³C NMR spectroscopy, by crystal structure determination as well as elemental analysis.