Synthesis and photophysical properties of bi-aza[5]helicene and bi-aza[6]helicene

被引:17
|
作者
Upadhyay, Gourav M. [1 ]
Bedekar, Ashutosh V. [1 ]
机构
[1] Maharaja Sayajirao Univ Baroda, Dept Chem, Fac Sci, Vadodara 390002, India
关键词
Bi-aza[n]helicene; Photocyclization; Fluorescence spectroscopy; ONE HUNDRED YEARS; PYRIDINE N-OXIDES; ENANTIOSELECTIVE SYNTHESIS; STEREOSELECTIVE SYNTHESES; CHIRAL RECOGNITION; ELECTRON-RICH; BIS-OXAZINES; HELICENE; RESOLUTION; AGGREGATION;
D O I
10.1016/j.tet.2015.06.040
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Synthesis of two derivatives of bi-aza[n]helicenes is achieved by I-2-THF mediated photocyclization of corresponding bi-styryl derivatives. The cyclization furnished the desired angularly fused bi-aza[5] helicene and bi-aza[6]helicene in moderate yields. The structures are established by NMR spectroscopy and single crystal X-ray analysis. The crystal structure indicate an unusually planer central biphenyl unit in the bi-aza[6]helicene. It also indicates to the presence of 'P' and 'M' stereoisomer in the bi-aza[6] helicene making it a meso isomer. The series of synthesized bi-aza[n]helicenes were characterized by UV and fluorescence spectroscopy. (C) 2015 Elsevier Ltd. All rights reserved.
引用
收藏
页码:5644 / 5649
页数:6
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