# The Formylation of N,N‑Dimethylcorroles

## TL;DR

This paper explores the chemical reactions of N-alkylcorroles, revealing new ways to modify their properties and produce useful compounds with strong near-infrared absorption.

## Contribution

The study introduces a novel β-formylation method for N,N-dimethylcorroles and demonstrates the formation of a conjugated vinyl ketone derivative.

## Key findings

- Different regioisomers of N,N-dimethylcorrole can be obtained by altering the functionalization sequence.
- β-Formyl-N,N-dimethylcorrole reacts with acetone under basic conditions to form a conjugated vinyl ketone in good yields.
- The resulting compounds exhibit intense near-infrared absorption, suggesting potential applications in various fields.

## Abstract

The chemistry of N-alkylcorroles is
almost unexplored,
although it could represent a promising route for further tuning the
properties of this porphyrinoid. Herein, we report our investigations
on the β-formylation of N(21),N(22)-dimethyl-5,10,15-tritolylcorrole, showing how different regioisomers
can be obtained by modifying the functionalization reaction sequence.
β-Formyl-N(21),N(22)-dimethyl-5,10,15-tritolylcorrole
shows unprecedented reactivity toward acetone in basic conditions,
affording a conjugated vinyl ketone derivative in good yields. All
these products feature intense absorption bands in the NIR region,
which are interesting optical properties with potential applications
in different fields.