BINOL-based foldamers - Access to oligomers with diverse structural architectures

被引:38
作者
Baruah, Pranjal K.
Gonnade, Rajesh
Rajamohanan, P. R. [1 ]
Hofmann, Hans-Joerg
Sanjayan, Gangadhar J.
机构
[1] Natl Chem Lab, Div Organ Synth, Cent Mat Characterizat Div, Doctor Homi Bhabha Rd, Pune 411008, Maharashtra, India
[2] Natl Chem Lab, Cent NMR Facil, Pune 411008, Maharashtra, India
[3] Univ Leipzig, Inst Biochem, D-04103 Leipzig, Germany
关键词
D O I
10.1021/jo070396y
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
In this article, we report on the synthesis and conformation of a new family of aromatic oligoamide foldamers based on binaphthol (BINOL) monomers. A series of oligomers with differing chirality of the individual BINOL building blocks and mixed sequences of alternate BINOL and pyridyl building blocks has been synthesized and structurally characterized. NMR and quantum chemical calculations on the basis of ab initio MO theory were performed to obtain insight into the conformational features of these oligomers. It is shown that the combination of these inherently chiral aromatic building blocks provides a novel access to a wide variety of conformationally ordered synthetic oligomers with diverse and dazzling structural architectures distinct from those classically observed.
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收藏
页码:5077 / 5084
页数:8
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