Oxidative electrochemical aryl C–C coupling of spiropyrans

descriptionPublicationkeyboard_double_arrow_right Article 01 Jan 2013 Netherlands English Publisher:Royal Society of Chemistry (RSC)Journal:Chemical Communications, volume 49, page 6,737 (issn: 1359-7345, eissn: 1364-548X,

Copyright policy )Funded by:EC | MOLECULAR MOTORS

Authors: Ivashenko, Oleksii; van Herpt, Jochem T.; Rudolf, Petra; Feringa, Ben L.; Browne, Wesley R.;

doi: 10.1039/c3cc42396d

pmid: 23783001

handle: 11370/25d14a52-9565-4991-ad27-efe63d82072a

Oxidative electrochemical aryl C–C coupling of spiropyrans

- Summary
- Subjects
- Metrics

Abstract

The isolation and definitive assignment of the species formed upon electrochemical oxidation of nitro-spiropyran (SP) is reported. The oxidative aryl C-C coupling at the indoline moiety of the radical cation to form covalent dimers of the ring-closed form is demonstrated. The coupling is blocked with a methyl substituent para to the indoline nitrogen.

Country

Netherlands

Related Organizations

University of Groningen
Netherlands

Keywords

ELECTRODES, ACETONITRILE, N', N-DIMETHYLANILINE, AMINES, N, N'-TETRAMETHYLBENZIDINE, RADICAL-CATION, RESONANCE RAMAN-SPECTROSCOPY, ANODIC-OXIDATION

Impact byBIP!

	selected citations These citations are derived from selected sources. This is an alternative to the "Influence" indicator, which also reflects the overall/total impact of an article in the research community at large, based on the underlying citation network (diachronically).	51
	popularity This indicator reflects the "current" impact/attention (the "hype") of an article in the research community at large, based on the underlying citation network.	Top 10%
	influence This indicator reflects the overall/total impact of an article in the research community at large, based on the underlying citation network (diachronically).	Top 10%
	impulse This indicator reflects the initial momentum of an article directly after its publication, based on the underlying citation network.	Top 10%