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Issue 70, 2020
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A selenium-coordinated palladium(ii) trans-dichloride molecular rotor as a catalyst for site-selective annulation of 2-arylimidazo[1,2-a]pyridines

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Abstract

This report describes the synthesis of a new class of secondary interaction (SeCH⋯Cl)-controlled molecular rotor having a Cl–Pd–Cl rotor spoke attached onto a Se–Pd–Se axle. NMR data acquired at various temperatures established ΔG298KG350K values of 15.5 and 17.2 kcal mol−1 for a roughly 4.5 Å-long rotor. The molecular rotor showed excellent catalytic activity with reverse regioselectivity for annulation of 2-arylimidazo[1,2-a]pyridines (yields: ∼53–78%) with only 1.5 mol% catalyst loading.

Graphical abstract: A selenium-coordinated palladium(ii) trans-dichloride molecular rotor as a catalyst for site-selective annulation of 2-arylimidazo[1,2-a]pyridines

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Article information


Submitted
20 May 2020
Accepted
09 Jul 2020
First published
09 Jul 2020

Chem. Commun., 2020,56, 10223-10226
Article type
Communication

A selenium-coordinated palladium(II) trans-dichloride molecular rotor as a catalyst for site-selective annulation of 2-arylimidazo[1,2-a]pyridines

N. Meena, S. Sharma, R. Bhatt, V. N. Shinde, A. P. Sunda, N. Bhuvanesh, A. Kumar and H. Joshi, Chem. Commun., 2020, 56, 10223
DOI: 10.1039/D0CC03599H

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