原创力文档synthesis of new c2- symmetric fluoren-9-ylidene malonate derived bis(oxazoline) ligands and their application in friedel-crafts reactions合成新的c2对称fluoren-9-ylidene丙二酸酯衍生bis(恶唑啉)配体及其应用傅克反应.pdfVIP
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synthesis of new c2- symmetric fluoren-9-ylidene malonate derived bis(oxazoline) ligands and their application in friedel-crafts reactions合成新的c2对称fluoren-9-ylidene丙二酸酯衍生bis(恶唑啉)配体及其应用傅克反应
Molecules 2010, 15, 8582-8592; doi:10.3390/molecule
OPEN ACCESS
molecules
ISSN 1420-3049
/journal/molecules
Communication
Synthesis of New C - Symmetric Fluoren-9-ylidene Malonate
2
Derived Bis(oxazoline) Ligands and Their Application in
Friedel-Crafts Reactions
Jing Li, Hong-Liang Chen, Lei Liu and Bin Fu *
Department of Applied Chemistry, China Agricultural University, Beijing 100193, China;
E-Mails: lijing126.com (J.L.); chenhongliang1016@ (H.-L.C.);
LiuLei-111@163.com (L.L.)
* Author to whom correspondence should be addressed; E-Mail: fubinchem@.
Received: 10 November 2010; in revised form: 18 November 2010 / Accepted: 23 November 2010 /
Published: 26 November 2010
Abstract: A series of new C -symmetric fluoren-9-ylidene malonate-derived
2
bis(oxazoline) ligands were synthesized from fluoren-9-ylidene malonate and
enantiomerically pure amino alcohols via a convenient route. Their asymmetric catalytic
properties in the Friedel-Crafts reactions of indoles with arylidene malonates were
evaluated, and the Cu(OTf)2 complex of a fluoren-9-ylidene malonate-derived
bis(oxazoline) bearing a phenyl group showed moderate to good enantioselectivity (up to
88% ee).
Keywords: bis(oxazoline); fluoren-9-ylidene; asymmetric catalysis; Friedel-Crafts
1. Introduction
During the past two decades, a plethora of bis(oxazoline) ligands have been synthesized a
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