Phenanthroimidazole/carbazole and phenanthroimidazole/ phenothiazine hybrids with alkoxyorganosilane functional groups as blue emitting materials

Zhang, Chen; Su, Ruige; Guo, Yongchun; Li, Debao; Zhao, Jiaqin; Zhang, Xiaochen; Yu, Tianzhi

doi:10.1016/j.molstruc.2022.133062

“…Subsequently, we explored the versatility of substituted allyl ammonium salts (Scheme 2) with O-, N-, and Cnucleophiles (42)(43)(44)(45)(46)(47)(48)(49)(50)(51). These salts can be readily derived from the respective allyl chlorides by reacting with Me 3 N solution.…”

Section: Methodsmentioning

confidence: 99%

“…Alternatively, the acceleration of the reaction by addition of water might be due to the effect of liquid assisted grinding, [25] or a combination of both factors. Interestingly, when employing terminal allyl ammonium compounds, exclusively linear products were obtained with moderate to excellent yields (44)(45)(46)(49)(50)(51).…”

Section: Methodsmentioning

confidence: 99%

Allylation of C‐, N‐, and O‐Nucleophiles via a Mechanochemically‐Driven Tsuji–Trost Reaction Suitable for Late‐Stage Modification of Bioactive Molecules

Templ,

Schnürch

2023

View full text Add to dashboard Cite

We present the first solvent‐free, mechanochemical protocol for a palladium‐catalyzed Tsuji–Trost allylation. This approach features exceptionally low catalyst loadings (0.5 mol %), short reaction times (<90 min), and a simple setup, eliminating the need for air or moisture precautions, making the process highly efficient and environmentally benign. We introduce solid, nontoxic, and easy‐to‐handle allyl trimethylammonium salts as valuable alternative to volatile or hazardous reagents. Our approach enables the allylation of various O‐, N‐, and C‐nucleophiles in yields up to 99 % even for structurally complex bioactive compounds, owing to its mild conditions and exceptional functional group tolerance.

show abstract

“…The authors have cited additional references within the Supporting Information. [ 20 , 27 , 28 , 29 , 30 , 31 , 32 , 33 , 34 , 35 , 36 , 37 , 38 , 39 , 40 , 41 , 42 , 43 , 44 , 45 , 46 , 47 , 48 , 49 , 50 , 51 , 52 , 53 , 54 , 55 , 56 ]…”

Section: Supporting Informationmentioning

confidence: 99%

Allylation of C‐, N‐, and O‐Nucleophiles via a Mechanochemically‐Driven Tsuji–Trost Reaction Suitable for Late‐Stage Modification of Bioactive Molecules

Templ,

Schnürch

2023

Angewandte Chemie

0

View full text Add to dashboard Cite

We present the first solvent‐free, mechanochemical protocol for a palladium‐catalyzed Tsuji–Trost allylation. This approach features exceptionally low catalyst loadings (0.5 mol %), short reaction times (<90 min), and a simple setup, eliminating the need for air or moisture precautions, making the process highly efficient and environmentally benign. We introduce solid, nontoxic, and easy‐to‐handle allyl trimethylammonium salts as valuable alternative to volatile or hazardous reagents. Our approach enables the allylation of various O‐, N‐, and C‐nucleophiles in yields up to 99 % even for structurally complex bioactive compounds, owing to its mild conditions and exceptional functional group tolerance.

show abstract

A multi-stimuli responsive donor-acceptor Stenhouse adducts: Synthesis, aggregation-induced emission, multi-switch behavior and information storage

Wang

¹

,

Yan

²

,

Wang

³

et al. 2022

View full text Add to dashboard Cite

Phenanthroimidazole/carbazole and phenanthroimidazole/ phenothiazine hybrids with alkoxyorganosilane functional groups as blue emitting materials

Cited by 3 publications

References 38 publications

Allylation of C‐, N‐, and O‐Nucleophiles via a Mechanochemically‐Driven Tsuji–Trost Reaction Suitable for Late‐Stage Modification of Bioactive Molecules

Allylation of C‐, N‐, and O‐Nucleophiles via a Mechanochemically‐Driven Tsuji–Trost Reaction Suitable for Late‐Stage Modification of Bioactive Molecules

Allylation of C‐, N‐, and O‐Nucleophiles via a Mechanochemically‐Driven Tsuji–Trost Reaction Suitable for Late‐Stage Modification of Bioactive Molecules

A multi-stimuli responsive donor-acceptor Stenhouse adducts: Synthesis, aggregation-induced emission, multi-switch behavior and information storage

Contact Info

Product

Resources

About