862698-99-5Relevant academic research and scientific papers
Using the rotaxane mechanical bond to enhance chemical reactivity
Baumes, Jeffrey M.,Murgu, Ivan,Oliver, Allen,Smith, Bradley D.
, p. 4982 - 4983 (2010)
Rates of cycloreversion for squaraine rotaxane mono(endoperoxides) were enhanced by structural modifications that increased cross-component steric destabilization of the inward directed 9,10-anthracene endoperoxide group. The largest rate enhancements were obtained when the surrounding macrocycle contained two 2,6-pyridine dicarboxamide bridging units, which induced a cavity contraction effect. The precursor fluorescent, near-IR, squaraine rotaxanes are effectively photostable because the mono(endoperoxide) products, formed by reaction with photogenerated singlet oxygen, rapidly cyclorevert back to the original squaraine rotaxane.
Optical properties of novel 2,3-dicyano-5-methyl-6H-1,4-diazepine dyes in the solid state
Horiguchi, Emi,Matsumoto, Shinya,Funabiki, Kazumasa,Matsui, Masaki
, p. 1167 - 1173 (2007/10/03)
Novel nonplanar fluorescent dyes, 2,3-dicyano-7-methyl-6H-1,4-diazepines, were synthesized. The fluorescence intensity of 6-substituted 2,3-dicyano-5-[4-(diethylamino)styryl]-7-methyl-6H-1,4-diazepines in vapor-deposited film was on the order of the substituent at the 6-position: n-Bu, Et > t-Bu, H. That of 2,3-dicyano-5-[4-(dialkylamino)-styryl]-6-ethyl- 7-methyl-6H-1,4-diazepines in the solid state was on the order of the alkyl group: CH2(3,5-(di-t-Bu)C6H3) > Bn > Et. Thus, the fluorescence intensity in the solid state basically increased with the bulkiness of the substituents on the chromophoric system. X-ray structure analysis clearly showed that the substituent at the 6-position and the dialkylamino moiety should inhibit intermolecular interactions between the chromophores so as to enhance the fluorescence intensity in the solid state.
