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

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

Chem Commun (Camb). 2023 Jul 6;59(55):8540-8543. doi: 10.1039/d3cc02063k.

Authors

Kajal Balayan^{1

2}, Himanshu Sharma^{2

3}, Kumar Vanka^{2

3}, Sapna Ravindranathan^{2

4}, Rajesh G Gonnade^{2

3}, Sakya S Sen^{1

2}

Affiliations

¹ Inorganic Chemistry and Catalysis Division, CSIR-National Chemical Laboratory, Dr. Homi Bhabha Road, Pashan, Pune 411008, India. ss.sen@ncl.res.in.
² Academy of Scientific and Innovative Research (AcSIR), Ghaziabad 201002, India.
³ Physical and Material Chemistry Division, CSIR-National Chemical Laboratory, Dr. Homi Bhabha Road, Pashan, Pune 411008, India.
⁴ Central NMR Facility, CSIR-National Chemical Laboratory, Dr. Homi Bhabha Road, Pashan, Pune 411008, India.

PMID: 37340821
DOI: 10.1039/d3cc02063k

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.