A convenient one-pot nanosynthesis of a C(sp2)-C(sp3)-linked 3D grid via an 'A2 + B3' approach

Ying Wei; Mengcheng Luo; Guangwei Zhang; Jiaqi Lei; Ling Hai Xie; Wei Huang

doi:10.1039/c9ob00754g

A convenient one-pot nanosynthesis of a C(sp²)-C(sp³)-linked 3D grid via an 'A₂ + B₃' approach

Ying Wei, Mengcheng Luo, Guangwei Zhang, Jiaqi Lei, Ling Hai Xie, Wei Huang

Institute of Flexible Electronics

Nanjing University of Posts and Telecommunications

Research output: Contribution to journal › Article › peer-review

12 Scopus citations

Abstract

Fluorene-based 3D-grid-FTPA was synthesised with a total yield of 55% via the one-pot formation of six C(sp²)-C(sp³) bonds through a BF₃·Et₂O-mediated Friedel-Crafts reaction of A₂-type bifluorene tertiary alcohol (BIOH) and two B₃-type triphenylamines. At the same time, Un-grid-FTPA (2.7%) and 2D-grid-FTPA (5.6%) were obtained as by-products from this synthesis method. In addition, the effect of stereoisomers of BIOH was evaluated to demonstrate that Rac-BIOH is a better A₂-type building block to prepare 3D-grid-FTPA in a relatively high yield. Furthermore, 3D-grid-FTPA showed excellent chemical, thermal, and photo-stabilities.

Original language	English
Pages (from-to)	6574-6579
Number of pages	6
Journal	Organic and Biomolecular Chemistry
Volume	17
Issue number	27
DOIs	https://doi.org/10.1039/c9ob00754g
State	Published - 2019

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title = "A convenient one-pot nanosynthesis of a C(sp2)-C(sp3)-linked 3D grid via an 'A2 + B3' approach",

abstract = "Fluorene-based 3D-grid-FTPA was synthesised with a total yield of 55% via the one-pot formation of six C(sp2)-C(sp3) bonds through a BF3·Et2O-mediated Friedel-Crafts reaction of A2-type bifluorene tertiary alcohol (BIOH) and two B3-type triphenylamines. At the same time, Un-grid-FTPA (2.7%) and 2D-grid-FTPA (5.6%) were obtained as by-products from this synthesis method. In addition, the effect of stereoisomers of BIOH was evaluated to demonstrate that Rac-BIOH is a better A2-type building block to prepare 3D-grid-FTPA in a relatively high yield. Furthermore, 3D-grid-FTPA showed excellent chemical, thermal, and photo-stabilities.",

author = "Ying Wei and Mengcheng Luo and Guangwei Zhang and Jiaqi Lei and Xie, {Ling Hai} and Wei Huang",

note = "Publisher Copyright: {\textcopyright} 2019 The Royal Society of Chemistry.",

year = "2019",

doi = "10.1039/c9ob00754g",

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TY - JOUR

T1 - A convenient one-pot nanosynthesis of a C(sp2)-C(sp3)-linked 3D grid via an 'A2 + B3' approach

AU - Wei, Ying

AU - Luo, Mengcheng

AU - Zhang, Guangwei

AU - Lei, Jiaqi

AU - Xie, Ling Hai

AU - Huang, Wei

PY - 2019

Y1 - 2019

N2 - Fluorene-based 3D-grid-FTPA was synthesised with a total yield of 55% via the one-pot formation of six C(sp2)-C(sp3) bonds through a BF3·Et2O-mediated Friedel-Crafts reaction of A2-type bifluorene tertiary alcohol (BIOH) and two B3-type triphenylamines. At the same time, Un-grid-FTPA (2.7%) and 2D-grid-FTPA (5.6%) were obtained as by-products from this synthesis method. In addition, the effect of stereoisomers of BIOH was evaluated to demonstrate that Rac-BIOH is a better A2-type building block to prepare 3D-grid-FTPA in a relatively high yield. Furthermore, 3D-grid-FTPA showed excellent chemical, thermal, and photo-stabilities.

AB - Fluorene-based 3D-grid-FTPA was synthesised with a total yield of 55% via the one-pot formation of six C(sp2)-C(sp3) bonds through a BF3·Et2O-mediated Friedel-Crafts reaction of A2-type bifluorene tertiary alcohol (BIOH) and two B3-type triphenylamines. At the same time, Un-grid-FTPA (2.7%) and 2D-grid-FTPA (5.6%) were obtained as by-products from this synthesis method. In addition, the effect of stereoisomers of BIOH was evaluated to demonstrate that Rac-BIOH is a better A2-type building block to prepare 3D-grid-FTPA in a relatively high yield. Furthermore, 3D-grid-FTPA showed excellent chemical, thermal, and photo-stabilities.

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U2 - 10.1039/c9ob00754g

DO - 10.1039/c9ob00754g

M3 - 文章

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JO - Organic and Biomolecular Chemistry

JF - Organic and Biomolecular Chemistry

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ER -

A convenient one-pot nanosynthesis of a C(sp2)-C(sp3)-linked 3D grid via an 'A2 + B3' approach

Abstract

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A convenient one-pot nanosynthesis of a C(sp²)-C(sp³)-linked 3D grid via an 'A₂ + B₃' approach