Near‐IR Absorbing Nickel(II) Porphyrinoids Prepared by Regioselective Insertion of Silylenes into Antiaromatic Nickel(II) Norcorrole

Takaki Fukuoka, Kenya Uchida, Young Mo Sung, Ji‐Young Shin, Shintaro Ishida, Jong Min Lim, Satoru Hiroto, Ko Furukawa, Dongho Kim, Takeaki Iwamoto,

Angewandte Chemie · 2014 · 21 citations · 31 references

Concepts

Abstract

Abstract The treatment of an antiaromatic norcorrole Ni II complex with a kinetically stabilized silylene provided ring‐expansion products in excellent yields through the highly regio‐ and stereoselective insertion into the β‐β pyrrolic CC bonds. The resultant Ni II porphyrinoid monoinsertion product exhibited relatively strong near‐IR absorption bands due to the small HOMO–LUMO gap in spite of the disrupted cyclic π‐conjugation by the silicon atom.

References

31