35046-80-1Relevant academic research and scientific papers
T-shaped push-pull chromophores: First modification of the indan-1,3-dione-fused benzene ring by cross-coupling reactions
Solanke, Parmeshwar,Bure?, Filip,Pytela, Ol?ich,Kulhánek, Ji?í,Padělková, Zdeňka
, p. 3044 - 3051 (2013)
A series of eight novel T-shaped chromophores with indan-1,3-dione central acceptor moiety and peripheral N,N-dimethylamino and thiophene donors were synthesized. 4,7-Diiodoindan-1,3-dione was prepared in a straightforward manner from phthalanhydride. Its modification with donors was accomplished by Knoevenagel, Suzuki-Miyaura, and Sonogashira reactions. Target push-pull chromophores were further investigated by X-ray analysis, UV/Vis spectra, and theoretical calculations. Georg Thieme Verlag Stuttgart, New York.
Crystalline supramolecular organic frameworksviahydrogen-bonding between nucleobases
Martín-Arroyo, Miguel,Castells-Gil, Javier,Bilbao, Nerea,Almora-Barrios, Neyvis,Martí-Gastaldo, Carlos,González-Rodríguez, David
supporting information, p. 1659 - 1662 (2021/02/26)
We report a crystalline supramolecular framework assembled by H-bonding interactions between covalently fused monomers equipped with two guanine-cytosine nucleobase pairs.
T-Shaped (Donor-π-)2Acceptor-π-Donor Push-Pull Systems Based on Indan-1,3-dione
Solanke, Parmeshwar,Bure, Filip,Pytela, Oldich,Klikar, Milan,Mikysek, Tom,Mager, Loic,Barsella, Alberto,Rikov, Zdeka
, p. 5339 - 5349 (2015/08/24)
Sixteen model (donor-π-)2acceptor-π-donor [(D-π-)2A-π-D] molecules with an extraordinary T-shaped arrangement were designed and synthesized. Indan-1,3-dione was employed as a central acceptor with electron donors linked at the C-2, C-4, and C-7 positions. These push-pull molecules represent a first systematic modification of an indan-1,3-dione-fused benzene ring. The structures and properties of all target molecules were investigated by X-ray analysis, electrochemistry, UV/Vis absorption spectroscopy, differential scanning calorimetry, electric-field-induced second-harmonic generation (EFISHG) studies, and DFT calculations. A thorough evaluation of all of the gathered data has been performed, and structure-property relationships were evaluated. Electron donors attached at the C-2 position through π systems of various lengths affect the studied properties most significantly. The side donors at C-4 and C-7 can be described as auxiliary and do not dominate the observed properties. However, thiophene is a more efficient donor than N,N-dimethylaniline in this respect. Hence, indan-1,3-dione bearing a piperidylthiophene donor connected through a propenylidene spacer at C-2 completed with two side thiophen-2-ylethynyl branches at C-4 and C-7 showed the highest figure of merit among the studied properties. T-shaped chromophores based on an indan-1,3-dione central acceptor with systematically varied peripheral donors are investigated by X-ray analysis, electrochemistry, UV/Vis absorption spectroscopy, differential scanning calorimetry (DSC), electric-field-induced second-harmonic generation (EFISHG) studies, and DFT calculations. Structure-property relationships are subsequently elucidated.
