Van 't Hoff Institute for Molecular Sciences, University of Amsterdam, Science Park 904, 1098XH, Amsterdam, The Netherlands.
Chemistry. 2021 Feb 1;27(7):2310-2314. doi: 10.1002/chem.202004925. Epub 2021 Jan 14.
After earlier unsuccessful attempts, this work reports the application of covalent templating for the synthesis of mechanically interlocked molecules (MiMs) bearing no supramolecular recognition sites. Two linear strands were covalently connected in a perpendicular fashion by a central ketal linkage. After subsequent attachment of the first strand to a template via temporary benzylic linkages, the second was linked to the template in a backfolding macrocyclization. The resulting pseudo[1]rotaxane structure was successfully converted to a [2]catenane via a second macrocyclization and cleavage of the ketal and temporary linkages.
经过早期的不成功尝试，本工作报告了共价模板在合成具有非超分子识别位点的机械互锁分子（MiMs）中的应用。两条线性链通过中央缩酮键以垂直方式共价连接。随后，通过临时苄基键将第一条链连接到模板上，然后将第二条链连接到模板上进行反向折叠大环化。所得的伪[1]轮烷结构通过第二次大环化和缩酮及临时键的裂解成功转化为[2]链状化合物。
