Design and Synthesis of a Novel Banana-Shaped Functional Molecule via Double Cross-Coupling

Design and Synthesis of a Novel Banana-Shaped Functional Molecule via Double Cross-Coupling

A novel banana-shaped molecule using 2,8-Dimethyl-6<i>H</i>,12<i>H</i>-5,11-methanodibenzo [<i>b,f</i>] [1,5]diazocine (Tr&#246;ger&#8217;s base) as bent-core was synthesized via double Carbon-Carbon cross-coupling reaction. The double Sonogashira cross-co...

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Bibliographic Details
Main Authors: Bingchuan Yang, Guodong Shen, Xianqiang Huang, Rutao Liu
Format: Article
Language:English
Published: MDPI AG 2019-02-01
Series:Molecules
Subjects:
bent-core
Tröger’s base
double Sonogashira coupling
Online Access:https://www.mdpi.com/1420-3049/24/4/698
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spelling doaj-c2cdb806bb804f5a8726f3f33a5e857f2020-11-25T01:59:03ZengMDPI AGMolecules1420-30492019-02-0124469810.3390/molecules24040698molecules24040698Design and Synthesis of a Novel Banana-Shaped Functional Molecule via Double Cross-CouplingBingchuan Yang0Guodong Shen1Xianqiang Huang2Rutao Liu3School of Chemistry and Chemical Engineering, Liaocheng University, Liaocheng 252000, ChinaSchool of Chemistry and Chemical Engineering, Liaocheng University, Liaocheng 252000, ChinaSchool of Chemistry and Chemical Engineering, Liaocheng University, Liaocheng 252000, ChinaSchool of Environmental Science and Engineering, Shandong University, Jinan 250100, ChinaA novel banana-shaped molecule using 2,8-Dimethyl-6<i>H</i>,12<i>H</i>-5,11-methanodibenzo [<i>b,f</i>] [1,5]diazocine (Tr&#246;ger&#8217;s base) as bent-core was synthesized via double Carbon-Carbon cross-coupling reaction. The double Sonogashira cross-coupling reaction was optimized by using Pd(PPh<sub>3</sub>)<sub>2</sub>Cl<sub>2</sub> as catalyst, CuI as cocatalyst and diisopropylamine as base in place of triethylamine. The structure of this compound was confirmed by <sup>1</sup>H-NMR, <sup>13</sup>C-NMR, Fourier transform infrared (FT-IR) spectroscopy and mass spectrometry.https://www.mdpi.com/1420-3049/24/4/698bent-coreTröger’s basedouble Sonogashira coupling
collection DOAJ
language English
format Article
sources DOAJ
author Bingchuan Yang
Guodong Shen
Xianqiang Huang
Rutao Liu
spellingShingle Bingchuan Yang
Guodong Shen
Xianqiang Huang
Rutao Liu
Design and Synthesis of a Novel Banana-Shaped Functional Molecule via Double Cross-Coupling
Molecules
bent-core
Tröger’s base
double Sonogashira coupling
author_facet Bingchuan Yang
Guodong Shen
Xianqiang Huang
Rutao Liu
author_sort Bingchuan Yang
title Design and Synthesis of a Novel Banana-Shaped Functional Molecule via Double Cross-Coupling
title_short Design and Synthesis of a Novel Banana-Shaped Functional Molecule via Double Cross-Coupling
title_full Design and Synthesis of a Novel Banana-Shaped Functional Molecule via Double Cross-Coupling
title_fullStr Design and Synthesis of a Novel Banana-Shaped Functional Molecule via Double Cross-Coupling
title_full_unstemmed Design and Synthesis of a Novel Banana-Shaped Functional Molecule via Double Cross-Coupling
title_sort design and synthesis of a novel banana-shaped functional molecule via double cross-coupling
publisher MDPI AG
series Molecules
issn 1420-3049
publishDate 2019-02-01
description A novel banana-shaped molecule using 2,8-Dimethyl-6<i>H</i>,12<i>H</i>-5,11-methanodibenzo [<i>b,f</i>] [1,5]diazocine (Tr&#246;ger&#8217;s base) as bent-core was synthesized via double Carbon-Carbon cross-coupling reaction. The double Sonogashira cross-coupling reaction was optimized by using Pd(PPh<sub>3</sub>)<sub>2</sub>Cl<sub>2</sub> as catalyst, CuI as cocatalyst and diisopropylamine as base in place of triethylamine. The structure of this compound was confirmed by <sup>1</sup>H-NMR, <sup>13</sup>C-NMR, Fourier transform infrared (FT-IR) spectroscopy and mass spectrometry.
topic bent-core
Tröger’s base
double Sonogashira coupling
url https://www.mdpi.com/1420-3049/24/4/698
work_keys_str_mv AT bingchuanyang designandsynthesisofanovelbananashapedfunctionalmoleculeviadoublecrosscoupling
AT guodongshen designandsynthesisofanovelbananashapedfunctionalmoleculeviadoublecrosscoupling
AT xianqianghuang designandsynthesisofanovelbananashapedfunctionalmoleculeviadoublecrosscoupling
AT rutaoliu designandsynthesisofanovelbananashapedfunctionalmoleculeviadoublecrosscoupling
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