scholarly journals Understanding Optoelectronic Properties of Cyano-Terminated Oligothiophenes in the Context of Intramolecular Charge Transfer

2011 ◽  
Vol 115 (36) ◽  
pp. 10573-10585 ◽  
Author(s):  
Sandra Rodríguez González ◽  
Jesús Orduna ◽  
Raquel Alicante ◽  
Belén Villacampa ◽  
Kari A. McGee ◽  
...  
2008 ◽  
Vol 80 (3) ◽  
pp. 411-427 ◽  
Author(s):  
Milan Kivala ◽  
François Diederich

Our group started a research program in acetylene chemistry in 1987; since then, an intense research effort led to a fascinating journey into acetylenic scaffolding, aimed at exploring conjugative and optoelectronic properties of acetylenic chromophores. This journey included the generation of a unique molecular construction kit for acetylenic scaffolding, consisting of (E)-1,2-diethynylethenes [DEEs, (E)-hex-3-ene-1,5-diynes], tetraethynylethenes (TEEs, 3,4-diethynylhex-3-ene-1,5-diynes), chiral 1,3-diethynylallenes (DEAs, hepta-3,4-diene-1,6-diynes), 1,4-di and 1,1,4,4-tetraethynylbutatrienes, chiral trialkynylmethanes, and 1,1,2,2-tetraethynylethanes. These building modules were subsequently applied to the synthesis of carbon-rich architectures extending into one, two, and three dimensions. They include multinanometer-long monodisperse oligomers as models for infinite acetylenic polymers, molecular switches, perethynylated dehydroannulenes, expanded radialenes, and radiaannulenes, and an octamethoxy-substituted expanded cubane with a central C56 core. Donor-substituted cyanoethynylethenes (CEEs) and 1,1,4,4-tetracyanobuta-1,3-dienes (TCBDs) were introduced as new push-pull chromophores featuring intense intramolecular charge-transfer (CT) interactions. Dendritic multivalent CT chromophores were constructed using atom-economic, "click"-like reactions, and these systems were shown to behave as "molecular batteries", featuring exceptional electron uptake and storage capacity. The research finally led to the development of an unprecedented cascade reaction for the preparation of dendritic and oligomeric donor-acceptor (D-A) molecules. New [AB]-type oligomers become accessible in domino reactions involving repetitive sequences of [2+2] cycloadditions of tetracyanoethylene (TCNE) and tetrathiafulvalene (TTF) to polyynes, followed by retro-electrocyclizations.


2019 ◽  
Vol 7 (41) ◽  
pp. 12886-12890 ◽  
Author(s):  
Stephanie Montanaro ◽  
Daniel G. Congrave ◽  
Marc K. Etherington ◽  
Iain A. Wright

Greater than the sum of its parts – a 3D ICT molecule displays greatly improved optoelectronic properties over a 2D analogue.


Author(s):  
Weidong Qiu ◽  
Xinyi Cai ◽  
Mengke Li ◽  
Liangying Wang ◽  
Yanmei He ◽  
...  

Dynamic adjustment of emission behaviours by controlling the extent of twisted intramolecular charge transfer character in excited state.


Author(s):  
Keita Nobuhara ◽  
Yusuke Inagaki ◽  
Wataru Setaka

Intramolecular charge transfer (ICT) fluorescence has been widely investigated and exploited in sensor molecules. However, steric effects on the ICT fluorescence properties have rarely been reported so far, although research...


JACS Au ◽  
2021 ◽  
Author(s):  
Ta-Chun Lin ◽  
Zong-Ying Liu ◽  
Shih-Hung Liu ◽  
Igor O. Koshevoy ◽  
Pi-Tai Chou

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