85477-63-0Relevant articles and documents
Naphtho[1,2-c:5,6-c]difuran: A Reactive Linker and Cyclophane Precursor
Thibault, Michelle E.,Closson, Taunia L. L.,Manning, Sidney C.,Dibble, Peter W.
, p. 8373 - 8378 (2003)
Naphtho[1,2-c:5,6-c]difuran has been isolated in a 9-step synthesis from 2,6-dimethylnaphthalene. It is a highly reactive diene similar in nature to the related isobenzofuran. In Diels-Alder reactions, its intermediate monoadducts are actually less reactive that the parent difuran making possible sequential Diels-Alder reactions with different dienophiles. Reaction with a tethered bis(dienophile) leads to the production of a naphthalenic cyclophane.
Nonplanar Ladder-Type Polycyclic Conjugated Molecules: Structures and Solid-State Properties
Liu, Kuojin,Qiu, Feng,Yang, Chongqing,Tang, Ruizhi,Fu, Yubin,Han, Sheng,Zhuang, Xiaodong,Mai, Yiyong,Zhang, Fan,Feng, Xinliang
, p. 3332 - 3338 (2015/07/08)
Using an efficient intramolecular carbon-carbon cross-coupling reaction, a series of new ladder-type conjugated molecules have been prepared successfully in high yields. Such a pyran-fused polycylic structure possesses an extended π-conjugated backbone with flexible conformation, which gives these molecules interesting properties, including high solubility in common organic solvents, excellent thin film-forming abilities, blue fluorescent emission with good quantum yields, and aggregate formation in a binary solvent. The self-assembly behaviors of these molecules as well as various nanostructures can be finely tailored by varying the substituted group on the molecular periphery. The powder and single-crystal X-ray diffraction analyses revealed that the synergetic effect of π-π stacking and van der Waals interactions play a key role in controlling the morphologies of these aggregates. More importantly, self-assembled molecules exhibit good fluorescent performance, due to their twist backbone conformation. (Figure Presented).
Molecular tuning of phenylene-vinylene derivatives for two-photon photosensitized singlet oxygen production
Nielsen, Christian B.,Arnbjerg, Jacob,Johnsen, Mette,Joorgensen, Mikkel,Ogilby, Peter R.
scheme or table, p. 9094 - 9104 (2010/03/04)
(Chemical Equation Presented) Substituent-dependent features and properties of the sensitizer play an important role in the photosensitized production of singlet oxygen, O2(a1Δg). In this work, we systematically examine the effect of molecular changes in the sensitizer on the efficiency of singlet oxygen production using, as the sensitizer, oligophenylene-vinylene derivatives designed to optimally absorb light in a nonlinear two-photon process. We demonstrate that one cannot always rely on rule-of-thumb guidelines when attempting to construct efficient two-photon singlet oxygen sensitizers. Rather, as a consequence of behavior that can deviate from the norm, a full investigation of the photophysical properties of the system is generally required. For example, it is acknowledged that the introduction of a ketone moiety to the sensitizer chromophore often results in more efficient production of singlet oxygen. However, we show here that the introduction of a carbonyl into a given phenylene-vinylene can, rather, have adverse effects on the yield of singlet oxygen produced. Using these molecules, we show that care must also be exercised when using qualitative symmetry-derived arguments to predict the relationship between one-and two-photon absorption spectra.
