Premium
The Light Emitter of the 2‐Coumaranone Chemiluminescence: Theoretical and Experimental Elucidation of a Possible Model for Bioluminescent Systems
Author(s) -
Schramm Stefan,
Navizet Isabelle,
Naumov Panče,
Nath Naba K.,
BerraudPache Romain,
Oesau Pascal,
Weiss Dieter,
Beckert Rainer
Publication year - 2016
Publication title -
european journal of organic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.825
H-Index - 155
eISSN - 1099-0690
pISSN - 1434-193X
DOI - 10.1002/ejoc.201501515
Subject(s) - bioluminescence , chemiluminescence , chemistry , light emission , excited state , photochemistry , nanotechnology , organic chemistry , biochemistry , atomic physics , physics , optoelectronics , materials science
The bioluminescence reaction of many biological subspecies, most notably fireflies, forms dioxetanone derivatives as high‐energy intermediates. The thermal instability of dioxetanones complicates understanding of the transition from the ground state to the first excited state that leads to light emission. Herein, we report the reaction mechanism of 2‐coumaranones, synthetically accessible strongly chemiluminescent materials that mimic the bioluminescence reaction. The pathways of chemiexcitation and photorelaxation are clarified on the basis of synthetic evidence and spectrochemical as well as computational mechanistic analysis.