5 BODIPY Dyes and Their Analogues
211
Pais VF, Ramírez-López P, Romero-Arenas A, Collado D, Nájera F, Pérez-Inestrosa E, Fernández
R, Lassaletta JM, Ros A, Pischel U (2016) Red-emitting tetracoordinate organoboron chelates:
synthesis, photophysical properties, and fluorescence microscopy. J Org Chem 81:9605–9611
Palao E, Agarrabeitia AR, Bañuelos-Prieto J, Lopez TA, López-Arbeloa I, Armesto D, Ortiz
MJ (2013) 8-functionalization of alkyl-substituted-3,8-dimethyl BODIPYs by knoevenagel
condensation. Org Lett 15:4454–4457
Palao E, de la Moya S, Agarrabeitia AR, Esnal I, Bañuelos J, López-Arbeloa I, Ortiz MJ (2014)
Selective lateral lithiation of methyl BODIPYs: synthesis, photophysics, and electrochemistry of
new meso derivatives. Org Lett 16:4364–4367
Palao E, Duran-Sampedro G, de la Moya S, Madrid M, García-López C, Agarrabeitia AR, Verbelen
B, Dehaen W, Boens N, Ortiz MJ (2016) Exploring the application of the Negishi reaction of
HaloBODIPYs: generality, regioselectivity, and synthetic utility in the development of BODIPY
laser dyes. J Org Chem 81:3700–3710
Patalag LJ, Jones PG, Werz DB (2016) BOIMPYs: rapid access to a family of red-emissive
fluorophores and NIR dyes. Angew Chem Int Ed 55:13340–13344
Peña-Cabrera E, Aguilar-Aguilar A, González-Domínguez M, Lager E, Zamudio-Vázquez R,
Godoy-Vargas J, Villanueva-García F (2007) Simple, general, and efficient synthesis of
meso-substituted borondipyrromethenes from a single platform. Org Lett 9:3985–3988
Perumal K, Garg JA, Blacque O, Saiganesh R, Kabilan S, Balasubramanian KK, Venkatesan K
(2012) β-iminoenamine-BF 2 complexes: aggregation-induced emission and pronounced effects
of aliphatic rings on radiationless deactivation. Chem Asian J 7:2670–2677
Plater MJ, Aiken S, Bourhill G (2002) A new synthetic route to donor–acceptor porphyrins.
Tetrahedron 58:2405–2413
Pohl R, Anzenbacher P (2003) Emission color tuning in AlQ 3 complexes with extended conjugated
chromophores. Org Lett 5:2769–2772
Poirel A, De Nicola A, Retailleau P, Ziessel R (2012) Oxidative coupling of 1,7,8-unsubstituted
BODIPYs: synthesis and electrochemical and spectroscopic properties. J Org Chem 77:7512–
7525
Poirel A, Retailleau P, De Nicola A, Ziessel R (2014) Synthesis of water-soluble red-emitting
thienyl-BODIPYs and bovine serum albumin labeling. Chem Eur J 20:1252–1257
Potopnyk MA, Lytvyn R, Danyliv Y, Ceborska M, Bezvikonnyi O, Volyniuk D, Gražuleviˇ cius JV
(2018) Correction to N, O π-conjugated 4-substituted 1,3-thiazole BF2 complexes: synthesis and
photophysical properties. J Org Chem 83:1095–1105
Potopnyk MA, Volyniuk D, Luboradzki R, Ceborska M, Hladka I, Danyliv Y, Gražuleviˇ cius JV
(2019) Application of the Suzuki-Miyaura reaction for the postfunctionalization of the benzo[4,5]
thiazolo[3,2-c][1,3,5,2]oxadiazaborinine core: an approach toward fluorescent dyes. J Org Chem
84:5614–5626
Qin W, Baruah M, Van der Auweraer M, De Schryver FC, Boens N (2005) Photophysical properties
of borondipyrromethene analogues in solution. J Phys Chem A 109:7371–7384
Qin Y, Kiburu I, Shah S, Jäkle F (2006) Luminescence tuning of organoboron quinolates through
substituent variation at the 5-position of the quinolato moiety. Org Lett 8:5227–5230
Qiu F, Zhang F, Tang R, Fu Y, Wang X, Han S, Zhuang X, Feng X (2016) Triple boron-cored
chromophores bearing discotic 5,11,17-triazatrinaphthylene-based ligands. Org Lett 18:1398–
1401
Qu X, Liu Q, Ji X, Chen H, Zhou Z, Shen Z (2012) Enhancing the Stokes’ shift of BODIPY dyes via
through-bond energy transfer and its application for Fe 3+ -detection in live cell imaging. Chem
Commun 48:4600–4602
Quan L, Chen Y, Lv X-J, Fu W-F (2012) Aggregation-induced photoluminescent changes of
naphthyridine-BF 2 complexes. Chem Eur J 18:14599–14604
Ramírez-Ornelas DE, Alvarado-Martínez E, Bañuelos J, López-Arbeloa I, Arbeloa T, Mora-Montes
HM, Pérez-García LA, Peña-Cabrera E (2016) FormylBODIPYs: privileged building blocks for
multicomponent reactions. The case of the Passerini reaction. J Org Chem 81:2888–2898
211
Pais VF, Ramírez-López P, Romero-Arenas A, Collado D, Nájera F, Pérez-Inestrosa E, Fernández
R, Lassaletta JM, Ros A, Pischel U (2016) Red-emitting tetracoordinate organoboron chelates:
synthesis, photophysical properties, and fluorescence microscopy. J Org Chem 81:9605–9611
Palao E, Agarrabeitia AR, Bañuelos-Prieto J, Lopez TA, López-Arbeloa I, Armesto D, Ortiz
MJ (2013) 8-functionalization of alkyl-substituted-3,8-dimethyl BODIPYs by knoevenagel
condensation. Org Lett 15:4454–4457
Palao E, de la Moya S, Agarrabeitia AR, Esnal I, Bañuelos J, López-Arbeloa I, Ortiz MJ (2014)
Selective lateral lithiation of methyl BODIPYs: synthesis, photophysics, and electrochemistry of
new meso derivatives. Org Lett 16:4364–4367
Palao E, Duran-Sampedro G, de la Moya S, Madrid M, García-López C, Agarrabeitia AR, Verbelen
B, Dehaen W, Boens N, Ortiz MJ (2016) Exploring the application of the Negishi reaction of
HaloBODIPYs: generality, regioselectivity, and synthetic utility in the development of BODIPY
laser dyes. J Org Chem 81:3700–3710
Patalag LJ, Jones PG, Werz DB (2016) BOIMPYs: rapid access to a family of red-emissive
fluorophores and NIR dyes. Angew Chem Int Ed 55:13340–13344
Peña-Cabrera E, Aguilar-Aguilar A, González-Domínguez M, Lager E, Zamudio-Vázquez R,
Godoy-Vargas J, Villanueva-García F (2007) Simple, general, and efficient synthesis of
meso-substituted borondipyrromethenes from a single platform. Org Lett 9:3985–3988
Perumal K, Garg JA, Blacque O, Saiganesh R, Kabilan S, Balasubramanian KK, Venkatesan K
(2012) β-iminoenamine-BF 2 complexes: aggregation-induced emission and pronounced effects
of aliphatic rings on radiationless deactivation. Chem Asian J 7:2670–2677
Plater MJ, Aiken S, Bourhill G (2002) A new synthetic route to donor–acceptor porphyrins.
Tetrahedron 58:2405–2413
Pohl R, Anzenbacher P (2003) Emission color tuning in AlQ 3 complexes with extended conjugated
chromophores. Org Lett 5:2769–2772
Poirel A, De Nicola A, Retailleau P, Ziessel R (2012) Oxidative coupling of 1,7,8-unsubstituted
BODIPYs: synthesis and electrochemical and spectroscopic properties. J Org Chem 77:7512–
7525
Poirel A, Retailleau P, De Nicola A, Ziessel R (2014) Synthesis of water-soluble red-emitting
thienyl-BODIPYs and bovine serum albumin labeling. Chem Eur J 20:1252–1257
Potopnyk MA, Lytvyn R, Danyliv Y, Ceborska M, Bezvikonnyi O, Volyniuk D, Gražuleviˇ cius JV
(2018) Correction to N, O π-conjugated 4-substituted 1,3-thiazole BF2 complexes: synthesis and
photophysical properties. J Org Chem 83:1095–1105
Potopnyk MA, Volyniuk D, Luboradzki R, Ceborska M, Hladka I, Danyliv Y, Gražuleviˇ cius JV
(2019) Application of the Suzuki-Miyaura reaction for the postfunctionalization of the benzo[4,5]
thiazolo[3,2-c][1,3,5,2]oxadiazaborinine core: an approach toward fluorescent dyes. J Org Chem
84:5614–5626
Qin W, Baruah M, Van der Auweraer M, De Schryver FC, Boens N (2005) Photophysical properties
of borondipyrromethene analogues in solution. J Phys Chem A 109:7371–7384
Qin Y, Kiburu I, Shah S, Jäkle F (2006) Luminescence tuning of organoboron quinolates through
substituent variation at the 5-position of the quinolato moiety. Org Lett 8:5227–5230
Qiu F, Zhang F, Tang R, Fu Y, Wang X, Han S, Zhuang X, Feng X (2016) Triple boron-cored
chromophores bearing discotic 5,11,17-triazatrinaphthylene-based ligands. Org Lett 18:1398–
1401
Qu X, Liu Q, Ji X, Chen H, Zhou Z, Shen Z (2012) Enhancing the Stokes’ shift of BODIPY dyes via
through-bond energy transfer and its application for Fe 3+ -detection in live cell imaging. Chem
Commun 48:4600–4602
Quan L, Chen Y, Lv X-J, Fu W-F (2012) Aggregation-induced photoluminescent changes of
naphthyridine-BF 2 complexes. Chem Eur J 18:14599–14604
Ramírez-Ornelas DE, Alvarado-Martínez E, Bañuelos J, López-Arbeloa I, Arbeloa T, Mora-Montes
HM, Pérez-García LA, Peña-Cabrera E (2016) FormylBODIPYs: privileged building blocks for
multicomponent reactions. The case of the Passerini reaction. J Org Chem 81:2888–2898