Pertosylated pillar[5]arene: self-template assisted synthesis and supramolecular polymer formation

Araya Ruengsuk; Korawit Khamphaijun; Puttipong Pananusorn; Andrew Docker; Jonggol Tantirungrotechai; Mongkol Sukwattanasinitt; David J Harding; Thanthapatra Bunchuay

doi:10.1039/d0cc04005c

Pertosylated pillar[5]arene: self-template assisted synthesis and supramolecular polymer formation

Chem Commun (Camb). 2020 Aug 4;56(62):8739-8742. doi: 10.1039/d0cc04005c.

Authors

Araya Ruengsuk¹, Korawit Khamphaijun¹, Puttipong Pananusorn¹, Andrew Docker², Jonggol Tantirungrotechai¹, Mongkol Sukwattanasinitt³, David J Harding⁴, Thanthapatra Bunchuay¹

Affiliations

¹ Department of Chemistry and Center of Excellence for Innovation in Chemistry (PERCH-CIC), Faculty of Science, Mahidol University, Bangkok, 10400, Thailand. thanthapatra.bun@mahidol.edu thanthapatra.bun@mahidol.ac.th.
² Department of Chemistry, University of Oxford Chemistry Research Laboratory Mansfield Road, Oxford, OX1 3TA, USA.
³ Department of Chemistry, Faculty of Science, Chulalongkorn University, Bangkok, 10330, Thailand.
⁴ Functional Materials and Nanotechnology Center of Excellence, Walailak University, Thasala, Nakhon Si Thammarat 80160, Thailand.

PMID: 32633280
DOI: 10.1039/d0cc04005c

Abstract

A facile synthesis of decatosylate pillar[5]arene 1 is reported in excellent yield (>70%). The high yield is attributed to a self-template effect of the pendant tosylate arms. The X-ray crystal structure shows the formation of a linear supramolecular polymer, stabilised by intermolecular pillar[5]arene-tosylate inclusion complexes. These polymeric arrays persist in solution and form rod-like microfibril nanostructures evidenced by SEM.