On the competition between six-membered and five-membered NHC towards alane centered ring expansion

Kajal Balayan; Himanshu Sharma; Kumar Vanka; Sapna Ravindranathan; Rajesh G. Gonnade; Sakya S. Sen

doi:10.1039/D3CC02063K

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On the competition between six-membered and five-membered NHC towards alane centered ring expansion†

Kajal Balayan,

^ab Himanshu Sharma,

^bc Kumar Vanka,

^bc Sapna Ravindranathan,^bd Rajesh G. Gonnade

^bc and Sakya S. Sen

*^ab

Author affiliations

* Corresponding authors

^a Inorganic Chemistry and Catalysis Division, CSIR-National Chemical Laboratory, Dr. Homi Bhabha Road, Pashan, Pune 411008, India
E-mail: ss.sen@ncl.res.in

^b Academy of Scientific and Innovative Research (AcSIR), Ghaziabad 201002, India

^c Physical and Material Chemistry Division, CSIR-National Chemical Laboratory, Dr. Homi Bhabha Road, Pashan, Pune 411008, India

^d Central NMR Facility, CSIR-National Chemical Laboratory, Dr. Homi Bhabha Road, Pashan, Pune 411008, India

Abstract

The combination of 6-SIDipp·AlH₃ (1) and 5-IDipp resulted in the ring expansion of 6-NHC, while the five-membered NHC remained unchanged, which was subsequently explained by DFT studies. Besides, the substitution chemistry of 1 was also studied with TMSOTf and I₂, which gave rise to the substitution of a hydride by triflate or iodide ligands.

This article is part of the themed collection: 2023 CRSI Medal Winners Collection

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DOI: https://doi.org/10.1039/D3CC02063K
Article type: Communication
Submitted: 27 Apr. 2023
Accepted: 12 Jūn. 2023
First published: 13 Jūn. 2023

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Chem. Commun., 2023,59, 8540-8543

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On the competition between six-membered and five-membered NHC towards alane centered ring expansion

K. Balayan, H. Sharma, K. Vanka, S. Ravindranathan, R. G. Gonnade and S. S. Sen, Chem. Commun., 2023, 59, 8540 DOI: 10.1039/D3CC02063K

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Chemical Communications

On the competition between six-membered and five-membered NHC towards alane centered ring expansion†

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