A selenium-coordinated palladium(ii) trans-dichloride molecular rotor as a catalyst for site-selective annulation of 2-arylimidazo[1, 2-a]pyridines. Issue 70 (4th August 2020)

• Record Type: Journal Article
• Authors: Meena, Neha; Sharma, Shobha; Bhatt, Ramprasad; Shinde, Vikki N.; Sunda, Anurag Prakash; Bhuvanesh, Nattamai; Kumar, Anil; Joshi, Hemant
• Is Part Of: Chemical communications. Volume 56:Issue 70(2020)
• Page Start: 10223
• Page End: 10226
• Publication Date: 2020-08-04
• Subjects: Chemistry -- Periodicals; 540
• DOI: 10.1039/d0cc03599h
• Languages: English
• ISSNs: 1359-7345

Abstract

Abstract : A new class of secondary interaction (SeCH⋯Cl)-controlled molecular rotor is presented and used as a catalyst for reverse regioselective annulations of 2-arylimidazo[1, 2- a ]pyridines. 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 Δ G ‡298K/Δ G ‡350K 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.