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Issue 27, 2019
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A convenient one-pot nanosynthesis of a C(sp2)–C(sp3)-linked 3D grid via an ‘A2 + B3’ approach

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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.

Graphical abstract: A convenient one-pot nanosynthesis of a C(sp2)–C(sp3)-linked 3D grid via an ‘A2 + B3’ approach

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Supplementary files

Article information


Submitted
02 Apr 2019
Accepted
12 Jun 2019
First published
15 Jun 2019

Org. Biomol. Chem., 2019,17, 6574-6579
Article type
Communication

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

Y. Wei, M. Luo, G. Zhang, J. Lei, L. Xie and W. Huang, Org. Biomol. Chem., 2019, 17, 6574
DOI: 10.1039/C9OB00754G

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