open access

https://hdl.handle.net/2115/88992

An attempt to consider cooperativity in helical-sense preferences induced in fused macrocycles

英語

2023-04-21

Royal Society of Chemistry

Organic & biomolecular chemistry

21(12)

2562-2569

We synthesized bis and tris(macrocycle)s in which a two- or three-fold macrocycle was fused and each adopted twisted forms with M- or P-helicity. According to the sense of twisting in each element, diverse conformations can be generated in a molecule. We present two types of conformational preferences. One is the innate preference for a helical form with an identical sense of twisting throughout the entire molecule. The other is the helical-sense preference for a particular sense of twisting. We were interested in the relationship between K-n and (K-1)(n), where K-n is an equilibrium constant for the conformational interconversion between two helical forms (MM and PP, MMM and PPP) and n is the number of elements, since we considered that the relationship could be a metric to see the interinfluence among these macrocyclic elements in a single molecule. Through VT measurements in H-1 NMR and CD spectroscopy, we attempted to quantify the helical-sense preferences induced in the fused macrocycles (n = 2 and 3) to compare K-n and (K-1)(n).

学術雑誌論文

Version of Record

1477-0520