A Hydrogen-Bonded Organic Network with Appended Chiral Metal Complexes
作者:
Toshiyuki Saiki,
Takehisa Dewa,
Yasuhiro Aoyama,
期刊:
Molecular Crystals and Liquid Crystals Science and Technology. Section A. Molecular Crystals and Liquid Crystals
(Taylor Available online 2000)
卷期:
Volume 342,
issue 1
页码: 241-248
ISSN:1058-725X
年代: 2000
DOI:10.1080/10587250008038272
出版商: Taylor & Francis Group
关键词: chiral metal catalyst;solid catalyst;hydrogen-bonded network;Michael addition;Diels-Alder reaction;La3+and Al3+
数据来源: Taylor
摘要:
Treatment of anthracenebisresorcinol (1·4H) with La(OiPr)3and binaphthol (BN·2H) as a chiral ligand affords an amorphous and insoluble 1:2:2 adduct (chiral La host) formulated as (1·2H)2-·2(LaBN)+. This formulation suggests that chiral La3+-binaphthoxide moieties are attached to the half-deprotonated hydrogen-bonded network of the host. The chiral La host catalyzes the Michael reaction of dimethyl malonate with cyclohexenone with ee ≡ 70%. The analogous chiral Al host (1·2H)2-·2(AlBN)+obtained from Al(CH3)3catalyzes the Diels-Alder reaction betweenN-crotonoyl-1,3-oxazolidin-2-one and cyclopentadiene with an ee of ∼75% for the minor exo product.
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