Perspectives on push–pull chromophores derived from click-type [2 + 2] cycloaddition–retroelectrocyclization reactions of electron-rich alkynes and electron-deficient alkenes

• Michio Yamada

Beilstein J. Org. Chem. 2024, 20, 125–154, doi:10.3762/bjoc.20.13

CuAAC-inspired synthesis of 1,2,3-triazole-bridged porphyrin conjugates: an overview

• Dileep Kumar Singh

Beilstein J. Org. Chem. 2023, 19, 349–379, doi:10.3762/bjoc.19.29

• catalyst at room temperature. In addition, the free-base porphyrin-carborane conjugate 76b was successfully obtained after the treatment of 76a with trifluoroacetic acid in СН2Сl2. The research group of Ravikanth [42] prepared the triazole-bridged porphyrin-BODIPY conjugates 78 and 80 via CuAAC reaction in

• conjugates. In addition to this, the fluorescence studies suggested that the energy transfer was not efficient in Zn(II) porphyrin-BODIPY and 21,23-dithiaporphyrin-BODIPY conjugates. Dalip Kumar and his co-workers reported a CuAAC click reaction to prepare novel water soluble triazole-linked cationic

• -fluorescein dyad 73. Synthesis of meso-triazole-linked porphyrin-carborane conjugates 76a,b. Synthesis of meso-triazole-bridged porphyrin-BODIPY conjugates 78 and 80. Synthesis of meso-triazole-linked cationic porphyrin conjugates 85 and 87. Reaction conditions: (i) Zn(OAc)2, CHCl3, MeOH, reflux, 2 h (ii

BODIPY-based fluorescent liposomes with sesquiterpene lactone trilobolide

• Ludmila Škorpilová,
• Silvie Rimpelová,
• Michal Jurášek,
• Miloš Buděšínský,
• Jana Lokajová,
• Roman Effenberg,
• Petr Slepička,
• Tomáš Ruml,
• Eva Kmoníčková,
• Pavel B. Drašar and
• Zdeněk Wimmer

Beilstein J. Org. Chem. 2017, 13, 1316–1324, doi:10.3762/bjoc.13.128

• theranostic applications. Keywords: BODIPY conjugates; cancer targeting; drug delivery; liposomes; natural compounds; sesquiterpene lactone trilobolide; Introduction Targeted (smart) drug delivery is a method for specific delivering of an active compound preferentially to some cells or tissues in the human

• class, which causes cell death via depleting intracellular Ca2+ ion stores by the irreversible inhibition of sarco-/endoplasmic reticulum Ca2+-ATPase (SERCA) already at nanomolar concentrations [27][28][29][30]. In our recent study, we reported the localization of fluorescent Tb-BODIPY conjugates in the

Efficient deprotection of F-BODIPY derivatives: removal of BF₂ using Brønsted acids

• Mingfeng Yu,
• Joseph K.-H. Wong,
• Cyril Tang,
• Peter Turner,
• Matthew H. Todd and
• Peter J. Rutledge

Beilstein J. Org. Chem. 2015, 11, 37–41, doi:10.3762/bjoc.11.6

• reacted respectively with the complementary propargyl-tri-Boc cyclam 12 [23][32] and 2-azidoethyl-tri-Boc cyclam 13 [24][25] under the modified click conditions we have reported previously [24] to generate the Boc-protected triazolyl-cyclam/F-BODIPY conjugates 3 and 4 in excellent yields. In attempting to

• structure determination is available as Supporting Information File 2 and is also available on request from the Cambridge Crystallographic Data Centre as deposition 1018518. Conversion of F-BODIPYs 1 to the parent dipyrrins 2. Synthesis of the triazolyl-cyclam/F-BODIPY conjugates 3 (A) and 4 (B). Reagents