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The First Chiral Organometallic Triangle for Asymmetric Catalysis
Author(s) -
Suk Joong Lee,
Aiguo Hu,
Wenbin Lin
Publication year - 2002
Publication title -
journal of the american chemical society
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 7.115
H-Index - 612
eISSN - 1520-5126
pISSN - 0002-7863
DOI - 10.1021/ja028099s
Subject(s) - chemistry , enantiopure drug , enantioselective synthesis , organometallic chemistry , diethylzinc , supramolecular chemistry , circular dichroism , catalysis , microanalysis , chirality (physics) , group 2 organometallic chemistry , mass spectrometry , stereochemistry , combinatorial chemistry , crystallography , organic chemistry , molecule , nambu–jona lasinio model , chiral symmetry breaking , physics , chromatography , quantum mechanics , quark
A family of chiral organometallic triangles based on cis-Pt(PEt3)2 metallocorners and enantiopure atropisomeric bis(alkynyl) bridging ligands (L1-4) has been synthesized and characterized by 1H, 13C{1H}, and 31P{1H} NMR, UV-vis, and circular dichroism (CD) spectroscopies, FAB and MALDI-TOF mass spectrometry, and microanalysis. Metallocycle 4 which contains three 1,1'-bi-2-naphthol functionalities in combination with Ti(iOPr)4 has been shown to be an excellent catalyst for highly enantioselective additions of diethylzinc to aromatic aldehydes to afford chiral secondary alcohols. This research illustrates the potential of generating novel functional materials on the basis of supramolecular chemistry.

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