Solntsev, Kyril M. published the artcileExcited-state proton transfer in chiral environments: photoracemization of BINOLs, Recommanded Product: 2,2′-Dimethoxy-1,1′-binaphthalene, the publication is Israel Journal of Chemistry (2009), 49(2), 227-233, database is CAplus and MEDLINE.
We have studied excited-state proton transfer (ESPT) from chiral proton donors to chiral and achiral acceptors. The key role of the exergonicity of the reaction and the transition-state position along the reaction coordinate for the existence of an enantiomeric effect was established. This effect was observed for “super” photoacids (ΔG << 0) and vanished for endergonic reactions (ΔG > 0) where a “late” transition state similar to planar achiral binaphtholate anion occurs. As a result, photoracemization was observed, as confirmed by CD spectroscopy. The photoracemization effects were studied for several chiral photoacids (BINOLs and their ethers) and proton acceptors (amines, aminoalcs., and water) using UV-vis, steady-state fluorescence, and time-resolved fluorescence spectroscopies. The nature of the solvent and the proton acceptor, as well as the chem. structure of the BINOL, played a pivotal role in the photochem. reactivity of the system. Two proposed pathways competed for photoracemization: excited-state inter- and intra-mol. proton transfer, the former being more effective. Irradiation of the dimethoxy BINOL derivative, which lacks an acidic proton and cannot undergo ESPT, produced no appreciable reaction or racemization.
Israel Journal of Chemistry published new progress about 2960-93-2. 2960-93-2 belongs to naphthyridine, auxiliary class Naphthalene,Ether,Other MOF ligands,Organic ligands for MOF materials, name is 2,2′-Dimethoxy-1,1′-binaphthalene, and the molecular formula is C17H20ClN3, Recommanded Product: 2,2′-Dimethoxy-1,1′-binaphthalene.
Referemce:
https://en.wikipedia.org/wiki/1,8-Naphthyridine,
1,8-Naphthyridine | C8H6N2 – PubChem