期刊
ACS CATALYSIS
卷 1, 期 7, 页码 691-697出版社
AMER CHEMICAL SOC
DOI: 10.1021/cs2001303
关键词
porous materials; crosslinked polymers; heterogeneous catalysis; asymmetric catalysis; chirality
资金
- National Science Foundation [CHE-0809776]
- Division Of Chemistry
- Direct For Mathematical & Physical Scien [0809776] Funding Source: National Science Foundation
A series of five chiral cross-linked polymers (CCPs) based on the 1,1'-binaphthyl building blocks have been synthesized via the trimerization reaction of terminal alkyne groups, catalyzed by octacarbonyldicobalt complex (Co-2(CO)(8)). The CCPs were highly porous, with surface areas of 689 to 974 m(2)/g and pore volumes of 0.87 to 1.23 cm(3)/g. The CCPs were insoluble in all solvents tested, including concentrated hydrochloric acid.. The CCPs containing chiral dihydroxy functionalities. were treated with Ti(O'Pr)(4) to generate chiral Lewis acid catalysts for the asymmetric diethylzinc addition to aldehydes. The enantioselectivity of these reactions is modest to good (55 to 81 e.e.%), but the CCPs could be readily recycled and reused for the asymmetric diethylzinc addition reactions for up to 10 times without loss of conversion or enantioselectivity.
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