105752-04-3Relevant articles and documents
Redox-dependent conformational switching of diphenylacetylenes
Jones, Ian M.,Knipe, Peter C.,Michaelos, Thoe,Thompson, Sam,Hamilton, Andrew D.
, p. 11316 - 11332 (2014)
Herein we describe the design and synthesis of a redox-dependent single-molecule switch. Appending a ferrocene unit to a diphenylacetylene scaffold gives a redox-sensitive handle, which undergoes reversible one-electron oxidation, as demonstrated by cyclic voltammetry analysis. 1H-NMR spectroscopy of the partially oxidized switch and control compounds suggests that oxidation to the ferrocenium cation induces a change in hydrogen bonding interactions that results in a conformational switch.
Synthesis, molecular and photovoltaic properties of an indolo[3,2-b]indole- based acceptor-donor-acceptor small molecule
Lai, Yu-Ying,Yeh, Jyun-Ming,Tsai, Che-En,Cheng, Yen-Ju
, p. 5076 - 5084 (2013)
Indolo[3,2-b]indole, containing two fused indole units, is an unexplored but promising electron-rich molecule for constructing donor-acceptor materials due to its planar, symmetric, and extended conjugated structure. We have successfully developed a new synthetic pathway to prepare 2,7-diboronic ester-indolo[3,2-b]indole, which was then reacted with dithienodiketopyrrolo- pyrrole acceptor to afford a new acceptor-donor-acceptor (A-D-A) conjugated molecule, 2,7-bis(dithienodiketopyrrolo-pyrrole)indolo[3,2-b]indole (2,7-DPPIIDPP). II is used to stand for indolo[3,2-b]indole in order to emphasize that this compound is constructed from two indole units. The A-D-A linkage through the 2,7-positions of II not only preserves the phenylene units in the para-conjugation but also renders stronger electron-donating strength. This material exhibited good thermal stability, high crystallinity, and broad UV/Vis absorption. The solution-processed bulk heterojunction device using the configuration of ITO/PEDOT:PSS/2,7-DPPIIDPP:PC71BM/Ca/Al exhibited a Voc of 0.72 V, a Jsc of 6.88 mA/cm2, and an FF of 49.6 %, leading to a power conversion efficiency (PCE) of 2.45 %. A new acceptor-donor-acceptor conjugated molecule, 2,7-bis(dithienodiketopyrrolo- pyrrole)indolo[3,2-b]indole (2,7-DPPIIDPP) was designed and synthesized. This material exhibited good thermal stability, high crystallinity, and broad UV/Vis absorption. The solution-processed bulk heterojunction device using the configuration of ITO/PEDOT:PSS/ 2,7-DPPIIDPP:PC71BM/Ca/Al was characterized. Copyright
Unpicking the determinants of amide NH?OC hydrogen bond strength with diphenylacetylene molecular balances
Luccarelli, James,Jones, Ian M.,Thompson, Sam,Hamilton, Andrew D.
supporting information, p. 9156 - 9163 (2017/11/14)
Hydrogen bonding plays an essential part in dictating the properties of natural and synthetic materials. Secondary amides are well suited to cross-strand interactions through the display of both hydrogen bond donors and acceptors and are prevalent in poly
