1360618-17-2

Upstream product

• 1360618-29-6 4-((2-formyl-3-methylphenoxy)methyl)benzoic acid 
• 74-88-4 methyl iodide 
• 54884-55-8 2-methoxy-6-methyl-benzaldehyde 
• 2417-72-3 Methyl 4-(bromomethyl)benzoate 
• 18362-36-2 2-hydroxy-6-methylbenzaldehyde 
• 2944-49-2 2,3-dimethylanisole 

Downstream Products

• 1360618-29-6 4-((2-formyl-3-methylphenoxy)methyl)benzoic acid 

Relevant academic research and scientific papers

Protection-Group-Free Synthesis of Sequence-Defined Macromolecules via Precision λ-Orthogonal Photochemistry

An advanced light-induced avenue to monodisperse sequence-defined linear macromolecules via a unique photochemical protocol is presented that does not require any protection-group chemistry. Starting from a symmetrical core unit, precision macromolecules

Light induced DNA-protein conjugation

DNA was modified with a photo-reactive caged diene allowing for the modification of dienophile containing proteins under mild irradiation conditions to afford fully functional DNA-protein conjugates.

Star polymer synthesis: Via λ-orthogonal photochemistry

We introduce a light induced sequence enabling λ-orthogonal star polymer formation via an arms-first approach, based on an α,ω-functional polymer carrying tetrazole and o-methyl benzaldehyde moieties, which upon irradiation can readily undergo cycloaddition with a trifunctional maleimide core. Depending on the wavelength, the telechelic strand can be attached to the core at either photo-reactive end.

Polymerizable Materials Based On Dimerizable Benzaldehyde Derivatives

The present invention relates to polymerizable and photochemically crosslinkable compositions which contain at least one polymerizable benzaldehyde derivative according to general formula I and which are suitable as materials for technical and medical app

A Combined Photochemical and Multicomponent Reaction Approach to Precision Oligomers

We introduce the convergent synthesis of linear monodisperse sequence-defined oligomers through a unique approach, combining the Passerini three-component reaction (P-3CR) and a Diels–Alder (DA) reaction based on photocaged dienes. A set of oligomers is prepared resting on a Passerini linker unit carrying an isocyano group for chain extension by P-3CR and a maleimide moiety for photoenol conjugation enabling a modular approach for chain growth. Monodisperse oligomers are accessible in a stepwise fashion by switching between both reaction types. Employing sebacic acid as a core unit allows the synthesis of a library of symmetric sequence-defined oligomers. The oligomers consist of alternating P-3CR and photoblocks with molecular weights up to 3532.16 g mol?1, demonstrating the successful switching from P-3CR to photoenol conjugation. In-depth characterization was carried out including size-exclusion chromatography (SEC), high-resolution electrospray ionization mass spectrometry (ESI-MS) and NMR spectroscopy, evidencing the monodisperse nature of the precision oligomers.

Wavelength Dependence of Light-Induced Cycloadditions

The wavelength-dependent conversion of two rapid photoinduced ligation reactions, i.e., the light activation of o-methylbenzaldehydes, leading to the formation of reactive o-quinodimethanes (photoenols), and the photolysis of 2,5-diphenyltetrazoles, affording highly reactive nitrile imines, is probed via a monochromatic wavelength scan at constant photon count. The transient species are trapped by cycloaddition with N-ethylmaleimide, and the reactions are traced by high resolution mass spectrometry and nuclear magnetic resonance spectroscopy. The resulting action plots are assessed in the context of Beer-Lambert's law and provide combined with time-dependent density functional theory and multireference calculations an in-depth understanding of the underpinning mechanistic processes, including conical intersections. The π → π? transition of the carbonyl group of the o-methylbenzaldehyde correlates with a highly efficient conversion to the cycloadduct, showing no significant wavelength dependence, while conversion following the n → π? transition proceeds markedly less efficient at longer wavelengths. The influence of absorbance and reactivity has critical consequences for an effective reaction design: At high concentrations of o-methylbenzaldehydes (c = 8 mmol L-1), photoligations with N-ethylmaleimide (possible for λ ≤ 390 nm) are ideally performed at 330 nm, whereas at high light penetration regimes at lower concentrations (c = 0.3 mmol L-1), 315 nm irradiation leads to the highest conversion. Activation and trapping of 2,5-diphenyltetrazoles (possible for λ ≤ 322 nm) proceeds best at a wavelength shorter than 295 nm, irrespective of concentration.

Adding spatial control to click chemistry: Phototriggered diels-alder surface (Bio)functionalization at ambient temperature

A photoconjugation strategy based on light-triggered Diels-Alder addition of o-quinodimethanes is compatible with biomolecules and proceeds rapidly at ambient temperature without the need of a catalyst. Spatial control was confirmed by photopatterning of