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Regioselective synthesis of calix[4]arene 1,3-di- and monosubstituted sulfur-containing Schiff bases

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Abstract

Regioselective alkylations of p-tert-butylcalix[4]arene with 3-methoxy-4-ω-chloroalkoxy-benzaldehydes in the system of K2CO3/KI/CH3CN efficiently produce 1,3-di- and monosubstituted aldehydes according to the length of alkyl chains in alkylating reagent, which provides a versatile protocol for preparing calixarene 1,3-di- and sulfur-containing Schiff bases.

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Scheme 1
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Acknowledgements

We thank the National Natural Science Foundation of China (Grant No. 20672091) for financial support of this research.

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  1. College of Chemistry & Chemical Engineering, Yangzhou University, Yangzhou, 225002, China

    Jing Sun, Dong Mei Liu, Jin Xiang Wang & Chao Guo Yan

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  1. Jing Sun
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Correspondence to Chao Guo Yan.

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Sun, J., Liu, D.M., Wang, J.X. et al. Regioselective synthesis of calix[4]arene 1,3-di- and monosubstituted sulfur-containing Schiff bases. J Incl Phenom Macrocycl Chem 64, 317–324 (2009). https://doi.org/10.1007/s10847-009-9570-5

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