Synthesis of New C2- Symmetric Fluoren-9-ylidene Malonate Derived Bis(oxazoline) Ligands and Their Application in Friedel-Crafts Reactions

A series of new C2-symmetric fluoren-9-ylidene malonate-derived 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 mal...

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Main Authors: Lei Liu, Bin Fu, Jing Li, Hong-Liang Chen
Format: Article
Language:English
Published: MDPI AG 2010-11-01
Series:Molecules
Subjects:
Online Access:http://www.mdpi.com/1420-3049/15/12/8582/
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spelling doaj-3fb44fa2037f45429e748863cd9070772020-11-24T22:20:56ZengMDPI AGMolecules1420-30492010-11-0115128582859210.3390/molecules15128582Synthesis of New C2- Symmetric Fluoren-9-ylidene Malonate Derived Bis(oxazoline) Ligands and Their Application in Friedel-Crafts ReactionsLei LiuBin FuJing LiHong-Liang ChenA series of new C2-symmetric fluoren-9-ylidene malonate-derived 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). http://www.mdpi.com/1420-3049/15/12/8582/bis(oxazoline)fluoren-9-ylideneasymmetric catalysisFriedel-Crafts
collection DOAJ
language English
format Article
sources DOAJ
author Lei Liu
Bin Fu
Jing Li
Hong-Liang Chen
spellingShingle Lei Liu
Bin Fu
Jing Li
Hong-Liang Chen
Synthesis of New C2- Symmetric Fluoren-9-ylidene Malonate Derived Bis(oxazoline) Ligands and Their Application in Friedel-Crafts Reactions
Molecules
bis(oxazoline)
fluoren-9-ylidene
asymmetric catalysis
Friedel-Crafts
author_facet Lei Liu
Bin Fu
Jing Li
Hong-Liang Chen
author_sort Lei Liu
title Synthesis of New C2- Symmetric Fluoren-9-ylidene Malonate Derived Bis(oxazoline) Ligands and Their Application in Friedel-Crafts Reactions
title_short Synthesis of New C2- Symmetric Fluoren-9-ylidene Malonate Derived Bis(oxazoline) Ligands and Their Application in Friedel-Crafts Reactions
title_full Synthesis of New C2- Symmetric Fluoren-9-ylidene Malonate Derived Bis(oxazoline) Ligands and Their Application in Friedel-Crafts Reactions
title_fullStr Synthesis of New C2- Symmetric Fluoren-9-ylidene Malonate Derived Bis(oxazoline) Ligands and Their Application in Friedel-Crafts Reactions
title_full_unstemmed Synthesis of New C2- Symmetric Fluoren-9-ylidene Malonate Derived Bis(oxazoline) Ligands and Their Application in Friedel-Crafts Reactions
title_sort synthesis of new c2- symmetric fluoren-9-ylidene malonate derived bis(oxazoline) ligands and their application in friedel-crafts reactions
publisher MDPI AG
series Molecules
issn 1420-3049
publishDate 2010-11-01
description A series of new C2-symmetric fluoren-9-ylidene malonate-derived 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).
topic bis(oxazoline)
fluoren-9-ylidene
asymmetric catalysis
Friedel-Crafts
url http://www.mdpi.com/1420-3049/15/12/8582/
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AT binfu synthesisofnewc2symmetricfluoren9ylidenemalonatederivedbisoxazolineligandsandtheirapplicationinfriedelcraftsreactions
AT jingli synthesisofnewc2symmetricfluoren9ylidenemalonatederivedbisoxazolineligandsandtheirapplicationinfriedelcraftsreactions
AT hongliangchen synthesisofnewc2symmetricfluoren9ylidenemalonatederivedbisoxazolineligandsandtheirapplicationinfriedelcraftsreactions
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