Synthesis and post-functionalization of alternate-linked-<i>meta</i>-<i>para</i>-[2<i><SUP>n</SUP></i>. 1<i><SUP>n</SUP></i>]thiacyclophanes



De Leger, Wout, Adriaensen, Koen, Robeyns, Koen, Van Meervelt, Luc ORCID: 0000-0003-2186-5209, Thomas, Joice, Meijers, Bjorn, Smet, Mario and Dehaen, Wim
(2018) Synthesis and post-functionalization of alternate-linked-<i>meta</i>-<i>para</i>-[2<i><SUP>n</SUP></i>. 1<i><SUP>n</SUP></i>]thiacyclophanes. BEILSTEIN JOURNAL OF ORGANIC CHEMISTRY, 14 (1). pp. 2190-2197.

Access the full-text of this item by clicking on the Open Access link.
[thumbnail of Synthesis and post-functionalization of alternate-linked-meta-para-[2 n .1 n ]thiacyclophanes.pdf] Text
Synthesis and post-functionalization of alternate-linked-meta-para-[2 n .1 n ]thiacyclophanes.pdf - Published version

Download (2MB) | Preview

Abstract

In recent decades, considerable research attention has been devoted to new synthetic procedures for thiacyclophanes. Thiacyclophanes are widely used as host molecules for the molecular recognition of organic compounds as well as metals. Herein, we report the selective and high-yielding synthesis of novel alternate-linked-<i>meta-para-</i>thiacyclophanes. These novel thiacyclophanes are selectively synthesized in high-yielding procedures. Furthermore, post-functionalization of the phenolic moieties was successfully performed. The 3D structure of the alternate-linked-<i>meta-para-</i>[2<sup>2</sup>.1<sup>2</sup>]thiacyclophane was further elucidated via X-ray crystallographic analysis.

Item Type: Article
Uncontrolled Keywords: alternate-linked-meta-para-bridge, cyclocondensation, heteramacrocycles, o-quinoid intermediate, thiacyclophanes
Depositing User: Symplectic Admin
Date Deposited: 04 Jun 2019 10:38
Last Modified: 17 Mar 2024 00:22
DOI: 10.3762/bjoc.14.192
Open Access URL: http://doi.org/10.3762/bjoc.14.192
Related URLs:
URI: https://livrepository.liverpool.ac.uk/id/eprint/3044390