An Introverted Bis-Au Cavitand and Its Catalytic Dimerization of Terminal Alkynes

被引:28
作者
Endo, Naoki [1 ]
Kanaura, Mao [1 ]
Schramm, Michael P. [2 ]
Iwasawa, Tetsuo [1 ]
机构
[1] Ryukoku Univ, Dept Chem Mat, Otsu, Shiga 5202194, Japan
[2] Calif State Univ Long Beach, Dept Chem & Biochem, 1250 Bellflower Blvd Long Beach, Los Angeles, CA 90840 USA
基金
日本学术振兴会;
关键词
Introverted functionality; Cavitands; Supramolecular catalysis; Caged molecule; Molecular recognition; Alkynes; Chemoselectivity; TRANSITION-METAL CATALYSIS; MOLECULAR RECOGNITION; ENZYMATIC CATALYSIS; SYNTHETIC RECEPTOR; PROTEIN; ORGANOCATALYSIS; CAVITIES; COMPLEX; ACID;
D O I
10.1002/ejoc.201600362
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A preparative synthesis of an inwardly oriented phosphoramidite-Au dinuclear resorcinarene cavitand complex is described, including a description of potent catalytic abilities. The cavitand structure was determined by crystallographic analysis, which revealed that the phosphoramidite P-N bonds point outside placing the two Au atoms inside. We explored the catalytic proclivity of the cavitand and found that it effeciently catalyzes selective and direct dimerization of terminal alkynes to afford conjugated enynes. Mixed dimerizations give rise to chemoselective products, and macrocyclization by intramolecular dimerization are both trademark capabilities of the method.
引用
收藏
页码:2514 / 2521
页数:8
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