title: N,N'-Dicyanoquinone diimide-derived donor-acceptor chromophores: conformational analysis and optoelectronic properties.
abstract: A formal [2 + 2] cycloaddition-cycloreversion (CA-CR) between N,N'-dicyanoquinone diimides (DCNQIs) and electron-rich alkynes was explored, providing a new class of π-conjugated donor-acceptor chromophores. These DCNQI adducts exist in the solid state as single diastereoisomers, but as two interconverting diastereoisomers in solution. Solid- and solution-state evidence for intramolecular charge transfer (CT) was obtained; additionally, the DCNQI adducts exhibit positive solvatochromism and significant solution-state third-order polarizabilities.
authors: Laboratorium für Organische Chemie, ETH Zürich , Hönggerberg, 8093 Zürich, Switzerland.
authors: Melanie
authors: M
authors: Chiu
authors: Bernhard
authors: B
authors: Jaun
authors: Marten T R
authors: MT
authors: Beels
authors: Ivan
authors: I
authors: Biaggio
authors: Jean-Paul
authors: JP
authors: Gisselbrecht
authors: Corinne
authors: C
authors: Boudon
authors: W Bernd
authors: WB
authors: Schweizer
authors: Milan
authors: M
authors: Kivala
authors: François
authors: F
authors: Diederich