Chrysene‐Based Blue Emitters

• Published in: Chemistry : a European journal Vol. 26; no. 66; pp. 15089 - 15093
• Main Authors: Nathusius, Marvin, Ejlli, Barbara, Rominger, Frank, Freudenberg, Jan, Bunz, Uwe H. F., Müllen, Klaus
• Format: Journal Article
• Language: English
• Published: WEINHEIM Wiley 26.11.2020; Wiley Subscription Services, Inc; John Wiley and Sons Inc
• Subjects: 2D acenes; Alkynes; blue emission; Chemical synthesis; Chemistry; Chemistry, Multidisciplinary; Chrysene; Communication; Communications; Emitters; Homology; Monomers; Optoelectronics; Physical Sciences; polyaromatic hydrocarbons; Science & Technology; solubility increase; twisted biaryls; blue emission; LIGHT; solubility increase; twisted biaryls; 2D acenes; BIS(BIARYL)ACETYLENES; PROPELLERS; polyaromatic hydrocarbons; EMISSION; HIGHLY EFFICIENT; CYCLIZATION; HYDROCARBON
• ISSN: 0947-6539; 1521-3765; 1521-3765
• DOI: 10.1002/chem.202001808

Chrysene and its bisbenzannulated homologue, naphtho[2,3‐c]tetraphene, were synthesized through a PtCl2‐catalyzed cyclization of alkynes, which also furnished corresponding biaryls subsequent to a Glaser coupling reaction of the starting alkynes. The optoelectronic properties of 5,5′‐bichrysenyl and 6,6′‐binaphtho[2,3‐c]tetraphene were compared to their chrysene‐based “monomers”. Oxidative cyclodehydrogenations of bichrysenyl and its higher homologue towards large nanographenes were also investigated. Blue emitters: The synthesis of new, soluble, stable, blue‐emitting materials based on chrysene is reported. Chrysene and its bisbenzannulated homologue, naphtho[2,3‐c]tetraphene, were synthesized through a PtCl2‐catalyzed cyclization of alkynes followed by the synthesis of the corresponding soluble biaryls. PAHs were further synthesized starting from the biaryls, leading to PAHs with unknown edge‐type structure.