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Toward a molecular-size tinkertoy construction set. Preparation of terminally functionalized [n] staffanes from [1.1. 1] propellane

P Kaszynski, AC Friedli, J Michl

文献索引:Kaszynski, Piotr; Friedli, Andrienne C.; Michl, Josef Journal of the American Chemical Society, 1992 , vol. 114, # 2 p. 601 - 620

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被引用次数: 124

摘要

Abstract: A facile but low-yield synthesis of [nlstaffanes (the oligomers of [lll] propellane 1, n= 1-5) functionalized on one or both ends is described, and their properties are summarized. The substituents are-COOCH3,-n-C4H9,-C6Hs,-Br,-I, and-SCOCH3, and their conversion to others, such as-COOH,-COCH3 and-SH, is demonstrated. It is proposed that these rod- shaped molecules will be useful in the development of a molecular-size civil engineering ...