Over the past few decades a lot of interest has been given to macrocycles with a twisted structure that has a preferred direction and show an optical chirality due to their possible uses in many areas such as in materials for chiral recognition.
In this HOT paper Eiji Yashima and colleagues from Nagoya University report the design and synthesis of three helically twisted [1 + 1]macrocycles, whose chirality can be controlled by acid–base interactions and zinc coordination.
Yashima et al. connect the twisted [1 + 1]macrocycles using via o-, m-, and p-linkages and use chiral amidinium–carboxylate salt bridges as a versatile structural motif to control the twisting motion of the macrocycles.
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Synthesis of helically twisted [1 + 1]macrocycles assisted by amidinium–carboxylate salt bridges and control of their chiroptical properties
Yuji Nakatani, Yoshio Furusho and Eiji Yashima
DOI: 10.1039/C2OB27054D