説明
<jats:p><jats:bold>Reactions of Diamines with Fullerene C<jats:sub>60</jats:sub></jats:bold></jats:p><jats:p>Reactions of 1,2‐ and 1,3‐diamines <jats:bold>2a‐i</jats:bold>, including diamines containing primary amino groups, with C<jats:sub>60</jats:sub> (<jats:bold>1</jats:bold>) in toluene are described, leading to mono‐ and bisadducts <jats:bold>3–16</jats:bold>. In this way fullerene derivatives carrying NH as a nucleophilic functional group have been synthesized. Yields and ratios of mono‐ and bisadducts formed depend on reaction conditions and on the structure of the diamine. The scope of this reaction leading to defined mono‐ and bisadducts in appreciable yields has been investigated. Mono‐ and bisadducts formed can be separated by column chromatography on SiO<jats:sub>2</jats:sub>. Mass and NMR spectra reveal that the isolated basic fullerene derivatives are dehydro adducts. NMR spectra show that the monoadducts have a symmetrical structure. In all cases investigated the addition forming the mono‐ and bisadducts of <jats:bold>1</jats:bold> occurs across a 6–6 bond. Likewise analogous additions take place with C<jats:sub>70</jats:sub>. Remarkably, tertiary diamines such as <jats:bold>2p</jats:bold> and <jats:bold>q</jats:bold> react with <jats:bold>1</jats:bold> forming the monoadduct <jats:bold>8</jats:bold> in small yields by loss of an alkyl group. Proposed structures of some regioisomeric bisadducts are discussed.</jats:p>
収録刊行物
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- Liebigs Annalen
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Liebigs Annalen 1995 (1), 115-124, 1995-01
Wiley
