title: Boroquinol Complexes with Fused Extended Aromatic Backbones: Synthesis and Optical Properties.
abstract: Boron-based dyes are attractive synthetic targets due to their large variability of absorption and emission wavelengths. Through Pictet-Spengler cyclizations, followed by oxidation, π-extended boroquinols have been synthesized. During optimization of the reaction conditions, an unusual dearylation has been found and mechanistically investigated. For two of the synthesized boroquinols, mechanochromic effects with bathochromic shifts up to 50 nm were found upon grinding.
authors.affiliation: Organisch-Chemisches Institut, Ruprecht-Karls-Universität Heidelberg, Im Neuenheimer Feld 270, 69120, Heidelberg, Germany.
authors.forename: Sven M
authors.initials: SM
authors.lastname: Elbert
authors.affiliation: Organisch-Chemisches Institut, Ruprecht-Karls-Universität Heidelberg, Im Neuenheimer Feld 270, 69120, Heidelberg, Germany.
authors.forename: Philippe
authors.initials: P
authors.lastname: Wagner
authors.affiliation: Organisch-Chemisches Institut, Ruprecht-Karls-Universität Heidelberg, Im Neuenheimer Feld 270, 69120, Heidelberg, Germany.
authors.forename: Thines
authors.initials: T
authors.lastname: Kanagasundaram
authors.affiliation: Organisch-Chemisches Institut, Ruprecht-Karls-Universität Heidelberg, Im Neuenheimer Feld 270, 69120, Heidelberg, Germany.
authors.forename: Frank
authors.initials: F
authors.lastname: Rominger
authors.affiliation: Organisch-Chemisches Institut, Ruprecht-Karls-Universität Heidelberg, Im Neuenheimer Feld 270, 69120, Heidelberg, Germany.
authors.forename: Michael
authors.initials: M
authors.lastname: Mastalerz
keywords: boron; conjugation; fluorescence; mechanochromism; reaction mechanisms