TY - JOUR
T1 - Introduction of a disulfide bond as a key element of acyclic bis-thiourea-type anion receptors
AU - Tomita, Kentaro
AU - Ishioka, Toshio
AU - Harata, Akira
N1 - Copyright:
Copyright 2018 Elsevier B.V., All rights reserved.
PY - 2014
Y1 - 2014
N2 - Two chiral porous organic polymers (CPOPs) were synthesized by linking a TADDOL-embedded building block with arylethynylenes units. The CPOPs are highly stable to thermal treatment, moisture, acidity, and basicity. The dihydroxy groups of TADDOL inside the pores promise the CPOPs as good asymmetric catalysts after postsynthesis modification with a secondary metal center. After being treated with Ti(OiPr)4, the CPOPs could be used as highly effective and reusable heterogeneous catalyst for asymmetric diethylzinc addition to aldehydes with up to 99% conversion and 95% ee. This work promises the potential of generating chiral solid catalysts with unique and practically useful enantioselective functions via a modular approach.
AB - Two chiral porous organic polymers (CPOPs) were synthesized by linking a TADDOL-embedded building block with arylethynylenes units. The CPOPs are highly stable to thermal treatment, moisture, acidity, and basicity. The dihydroxy groups of TADDOL inside the pores promise the CPOPs as good asymmetric catalysts after postsynthesis modification with a secondary metal center. After being treated with Ti(OiPr)4, the CPOPs could be used as highly effective and reusable heterogeneous catalyst for asymmetric diethylzinc addition to aldehydes with up to 99% conversion and 95% ee. This work promises the potential of generating chiral solid catalysts with unique and practically useful enantioselective functions via a modular approach.
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U2 - 10.1246/bcsj.20130267
DO - 10.1246/bcsj.20130267
M3 - Article
AN - SCOPUS:84896970622
SN - 0009-2673
VL - 87
SP - 425
EP - 434
JO - Bulletin of the Chemical Society of Japan
JF - Bulletin of the Chemical Society of Japan
IS - 3
ER -