Facile access to pyridinium-based bent aromatic amphiphiles: nonionic surface modification of nanocarbons in water

• Lorenzo Catti,
• Shinji Aoyama and
• Michito Yoshizawa

Beilstein J. Org. Chem. 2024, 20, 32–40, doi:10.3762/bjoc.20.5

• both their biological and material applications, but so far has mainly relied on covalent modifications or amphiphiles featuring ionic side-chains. Here, we report a facile 2–4-step synthesis of pyridinium-based, bent aromatic amphiphiles with modular nonionic side-chains (i.e., CH3 and CH2CH2(OCH2CH2

• technology. We here report pyridinium-based, bent aromatic amphiphiles PA-R, featuring a pyridinium salt (Py-R+·Cl−) as the key motif, capable of providing both a cationic hydrophilic hinge and a variety of nonionic side-chains (i.e., CH3 and CH2CH2(OCH2CH2)2–Y (Y = OCH3, OH, and imidazole); Figure 1b). The

• -solubilization and modification of nanocarbons (NCs). b) Bent aromatic amphiphiles AA and PA-R (R = CH3 and CH2CH2(OCH2CH2)2–Y (Y = OCH3, OH, and imidazole)). c) Nonionic surface modification of NCs via noncovalent encircling with PA-Rs. a) Synthetic route toward prePA and PA-CH3, including the optimized

Control over size, shape, and photonics of self-assembled organic nanocrystals

• Chen Shahar,
• Yaron Tidhar,
• Yunmin Jung,
• Haim Weissman,
• Sidney R. Cohen,
• Ronit Bitton,
• Iddo Pinkas,
• Gilad Haran and
• Boris Rybtchinski

Beilstein J. Org. Chem. 2021, 17, 42–51, doi:10.3762/bjoc.17.5

• ). Convenient control over the structure and function of organic nanocrystals can enhance their utility in new and developed technologies. Keywords: aromatic amphiphiles; exciton diffusion; organic nanocrystals; perylene diimides; self-assembly; Introduction Semiconductor and metal nanoparticles exhibit size