Synthesis of cyclodextrin derivatives for enantiodifferentiating photocyclodimerization of 2-anthracenecarboxylate

Xueqin Wei, Jiecheng Ji, Yongxin Nie, Liangjian Tang, Ming Rao, Xiaoqian Wang, Wanhua Wu, Dan Su, Zhihui Zhong, Cheng Yang

Published: 2022-08-30 DOI: 10.1038/s41596-022-00722-6

Supramolecular chiral photoreactions

Extended

Extended Data Fig. 1 Glassware setup for synthesis of 11 and 12.

a , b , Photographs of the state of the pyridine solution containing 100 mM β-CD before ( a ) and after the addition of p -toluenesulfonyl chloride dissolved in pyridine for 4 h ( b ). The reaction mixture was vigorously stirred under Ar protection with an inflated Ar balloon.

Extended Data Fig. 2 Glassware setup and TLC example for synthesis of 13 and 14.

a , Glassware setup for synthesis of 6 A ,6 C -diiodo-β-CD 13 or 6 A ,6 D -diiodo-β-CD 14 . b , Iodination for 6 A ,6 C -di- O -tosyl-β-CD 11 monitored by TLC (the TLC R f values of 6 A ,6 X -di- O -tosyl-β-CD and 6 A ,6 X -diiodo-β-CD are 0.6 and 0.5, respectively, using isopropanol/EtOAc/H 2 O/NH 3 ∙H 2 O (5:2:3:1 (vol/vol/vol/vol) as eluent).

Extended Data Fig. 3 Glassware setup.

Glassware setup for synthesis of 6 A ,6 C -TMA 2 -β-CD 7 or 6 A ,6 D -TMA 2 -β-CD 8 .

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Synthesis of cyclodextrin derivatives for enantiodifferentiating photocyclodimerization of 2-anthracenecarboxylate

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