0000000000398901
AUTHOR
Nuno R. Candeias
showing 23 related works from this author
Lewis Base Catalyzed Intramolecular Reduction of Salicylaldehydes by Pinacol-Derived Chlorohydrosilane
2018
Synthesis of silacyclopent-2-en-4-ols via intramolecular [2 + 2] photocycloaddition of benzoyl(allyl)silanes
2019
Organosilicon compounds are versatile units with a wide range of uses from medicinal chemistry to the field of organic electronics. An unprecedented method for the synthesis of novel diaryl-substituted silacyclopentenols via blue-light promoted intramolecular [2 + 2] photocycloaddition of acyl silanes is herein disclosed. Additionally, the present findings demonstrate the influence of the olefin substituents in controlling the regioselectivity of the intramolecular Paterno–Buchi reaction, providing silacycles different from previously reported ones. The high degree of functionalization of these compounds makes them attractive precursors to other synthetically challenging silacyclopentanes.
Synthesis of 6,12-Disubstituted Methanodibenzo[b,f][1,5]dioxocins : Pyrrolidine Catalyzed Self-Condensation of 2′-Hydroxyacetophenones
2019
The preparation of unprecedented 6,12-disubstituted methanodibenzo[b,f][1,5]dioxocins from pyrrolidine catalyzed self-condensation of 2′-hydroxyacetophenones is herein described. This method provides easy access to this highly bridged complex core, resulting in construction of two C–O and two C–C bonds, a methylene bridge and two quaternary centers in a single step. The intricate methanodibenzo[b,f][1,5]dioxocin compounds were obtained in up to moderate yields after optimization of the reaction conditions concerning solvent, reaction times and the use of additives. Several halide substituted methanodibenzo[b,f][1,5]dioxocins could be prepared from correspondent 2′-hydroxyacetophenones.
Protonation-induced fluorescence modulation of carbazole-based emitters
2022
The development of purely organic fluorescence emitters is of great importance for their low cost and high performance. Responding to this demand, carbazole is a promising emitter due to its extensive freedom for functionalisation, high thermal and chemical stability, as well as low cost. Herein, the effect of protonation on the fluorescence of various pyridine-functionalised carbazole-based bipolar host materials was studied both in solution and in the solid-state. The restriction of intramolecular rotation of the molecules upon protonation of the pyridyl-moiety together with easier planarization of the protonated acceptor and the donor moieties and relocalisation of the LUMO orbital on th…
Deoxygenative Divergent Synthesis : En Route to Quinic Acid Chirons
2020
The installation of vicinal mesylate and silyl ether groups in a quinic acid derivative generates a system prone for stereoselective borane-catalyzed hydrosilylation through a siloxonium intermediate. The diversification of the reaction conditions allowed the construction of different defunctionalized fragments foreseen as useful synthetic fragments. The selectivity of the hydrosilylation was rationalized on the basis of deuteration experiments and computational studies. peerReviewed
Pot-Economy Autooxidative Condensation of 2-Aryl-2-lithio-1,3-dithianes
2018
The autoxidative condensation of 2-aryl-2-lithio-1,3-dithianes is here reported. Treatment of 2-aryl-1,3-dithianes with n-BuLi in the absence of any electrophile leads to condensation of three molecules of 1,3-dithianes and formation of highly functionalized α-thioether ketones orthothioesters in 51-89% yields upon air exposure. The method was further expanded to benzaldehyde dithioacetals, affording corresponding orthothioesters and α-thioether ketones in 48-97% yields. The experimental results combined with density functional theory studies support a mechanism triggered by the autoxidation of 2-aryl-2-lithio-1,3-dithianes to yield a highly reactive thioester that undergoes condensation wi…
Synthesis of silacyclopent-2-en-4-ols via intramolecular [2 + 2] photocycloaddition of benzoyl(allyl)silanes
2019
Organosilicon compounds are versatile units with a wide range of uses from medicinal chemistry to the field of organic electronics. An unprecedented method for the synthesis of novel diaryl-substituted silacyclopentenols via blue-light promoted intramolecular [2 + 2] photocycloaddition of acyl silanes is herein disclosed. Additionally, the present findings demonstrate the influence of the olefin substituents in controlling the regioselectivity of the intramolecular Paternò–Büchi reaction, providing silacycles different from previously reported ones. The high degree of functionalization of these compounds makes them attractive precursors to other synthetically challenging silacyclopentanes. …
CCDC 2080290: Experimental Crystal Structure Determination
2022
Related Article: Essi Taipale, Nikita A. Durandin, Jagadish K. Salunke, Nuno R. Candeias, Tero-Petri Ruoko, Jas S. Ward, Arri Priimagi, Kari Rissanen|2022|Mat.Advs.|3|1703|doi:10.1039/D1MA00438G
CCDC 2080285: Experimental Crystal Structure Determination
2022
Related Article: Essi Taipale, Nikita A. Durandin, Jagadish K. Salunke, Nuno R. Candeias, Tero-Petri Ruoko, Jas S. Ward, Arri Priimagi, Kari Rissanen|2022|Mat.Advs.|3|1703|doi:10.1039/D1MA00438G
CCDC 2080284: Experimental Crystal Structure Determination
2022
Related Article: Essi Taipale, Nikita A. Durandin, Jagadish K. Salunke, Nuno R. Candeias, Tero-Petri Ruoko, Jas S. Ward, Arri Priimagi, Kari Rissanen|2022|Mat.Advs.|3|1703|doi:10.1039/D1MA00438G
CCDC 2080288: Experimental Crystal Structure Determination
2022
Related Article: Essi Taipale, Nikita A. Durandin, Jagadish K. Salunke, Nuno R. Candeias, Tero-Petri Ruoko, Jas S. Ward, Arri Priimagi, Kari Rissanen|2022|Mat.Advs.|3|1703|doi:10.1039/D1MA00438G
CCDC 2080292: Experimental Crystal Structure Determination
2022
Related Article: Essi Taipale, Nikita A. Durandin, Jagadish K. Salunke, Nuno R. Candeias, Tero-Petri Ruoko, Jas S. Ward, Arri Priimagi, Kari Rissanen|2022|Mat.Advs.|3|1703|doi:10.1039/D1MA00438G
CCDC 2080291: Experimental Crystal Structure Determination
2022
Related Article: Essi Taipale, Nikita A. Durandin, Jagadish K. Salunke, Nuno R. Candeias, Tero-Petri Ruoko, Jas S. Ward, Arri Priimagi, Kari Rissanen|2022|Mat.Advs.|3|1703|doi:10.1039/D1MA00438G
CCDC 2080283: Experimental Crystal Structure Determination
2022
Related Article: Essi Taipale, Nikita A. Durandin, Jagadish K. Salunke, Nuno R. Candeias, Tero-Petri Ruoko, Jas S. Ward, Arri Priimagi, Kari Rissanen|2022|Mat.Advs.|3|1703|doi:10.1039/D1MA00438G
CCDC 2080293: Experimental Crystal Structure Determination
2022
Related Article: Essi Taipale, Nikita A. Durandin, Jagadish K. Salunke, Nuno R. Candeias, Tero-Petri Ruoko, Jas S. Ward, Arri Priimagi, Kari Rissanen|2022|Mat.Advs.|3|1703|doi:10.1039/D1MA00438G
CCDC 2080286: Experimental Crystal Structure Determination
2022
Related Article: Essi Taipale, Nikita A. Durandin, Jagadish K. Salunke, Nuno R. Candeias, Tero-Petri Ruoko, Jas S. Ward, Arri Priimagi, Kari Rissanen|2022|Mat.Advs.|3|1703|doi:10.1039/D1MA00438G
CCDC 1935511: Experimental Crystal Structure Determination
2019
Related Article: João R. Vale, Arto Valkonen, Carlos A. M. Afonso, Nuno R. Candeias|2019|Org.Chem.Front.|6|3793|doi:10.1039/C9QO01028A
CCDC 1922829: Experimental Crystal Structure Determination
2019
Related Article: Benedicta Assoah, Vesa Riihonen, João R. Vale, Arto Valkonen, Nuno R. Candeias|2019|Molecules|24|2405|doi:10.3390/molecules24132405
CCDC 2005907: Experimental Crystal Structure Determination
2020
Related Article: Suvi Holmstedt, Lijo George, Alisa Koivuporras, Arto Valkonen, Nuno R. Candeias|2020|Org.Lett.|22|8370|doi:10.1021/acs.orglett.0c02995
CCDC 2080287: Experimental Crystal Structure Determination
2022
Related Article: Essi Taipale, Nikita A. Durandin, Jagadish K. Salunke, Nuno R. Candeias, Tero-Petri Ruoko, Jas S. Ward, Arri Priimagi, Kari Rissanen|2022|Mat.Advs.|3|1703|doi:10.1039/D1MA00438G
CCDC 2080289: Experimental Crystal Structure Determination
2022
Related Article: Essi Taipale, Nikita A. Durandin, Jagadish K. Salunke, Nuno R. Candeias, Tero-Petri Ruoko, Jas S. Ward, Arri Priimagi, Kari Rissanen|2022|Mat.Advs.|3|1703|doi:10.1039/D1MA00438G
CCDC 1935510: Experimental Crystal Structure Determination
2019
Related Article: João R. Vale, Arto Valkonen, Carlos A. M. Afonso, Nuno R. Candeias|2019|Org.Chem.Front.|6|3793|doi:10.1039/C9QO01028A
CCDC 2080294: Experimental Crystal Structure Determination
2022
Related Article: Essi Taipale, Nikita A. Durandin, Jagadish K. Salunke, Nuno R. Candeias, Tero-Petri Ruoko, Jas S. Ward, Arri Priimagi, Kari Rissanen|2022|Mat.Advs.|3|1703|doi:10.1039/D1MA00438G