144981-86-2Relevant articles and documents
Meta - And para -Functionalized Thermally Crosslinkable OLED-Materials through Selective Transition-Metal-Catalyzed Cross-Coupling Reactions
Hempe, Matthias,Schnellb?cher, Lutz,Wiesner, Tobias,Reggelin, Michael
, p. 4489 - 4499 (2017/09/26)
Herein, a synthetic approach using selective transition-metal-catalyzed cross-coupling reactions to thermally crosslinkable OLED materials based on vinyl-functionalized arylamines is reported. In a modular approach, 9,9-dialkyl-2,7-diiodo-9 H -fluorene underwent a selective Ullmann cross-coupling reaction with bromo-substituted-diphenylamines to give 9,9-dialkyl-2,7-bis(bromo-substituted-diphenylamino)-9 H -fluorenes that underwent end-functionalization by the Suzuki-Miyaura reaction using potassium vinyltrifluoroborate to give the corresponding 9,9-dialkyl-2,7-bis(vinyl-substituted-diphenylamino)-9 H -fluorenes. Novel meta -functionalized materials were synthesized, which are difficult to prepare by traditional synthetic pathways. The thermal behavior of the compounds was investigated by DSC measurements, indicating a lower thermal sensitivity of the meta -substituted materials than their para -functionalized analogues.
Carbon-rich molecules: Synthesis and isolation of aryl/heteroaryl terminal bis(butadiynes) (HC≡C-C≡C-Ar-C≡C-C≡CH) and their applications in the synthesis of oligo(arylenebutadiynylene) molecular wires
West, Kara,Wang, Changsheng,Batsanov, Andrei S.,Bryce, Martin R.
supporting information; experimental part, p. 1934 - 1937 (2009/01/31)
The synthesis, isolation and characterisation are reported for a series of terminal aryl/heteroaryl bis(butadiynes) (HC≡C-C≡C-Ar-C≡C- C≡CH) 4a-e including the X-ray molecular structure of the 2,5-pyridylene derivative 4d; compound 4a and the mono-protected analogue [HC≡C- C≡C-Ar-C≡C-C≡C-C(OH)Me2] 5a serve as convenient precursors for the synthesis of highly-conjugated oligo(arylenebutadiynylene)s. The Royal Society of Chemistry.