𝔖 Bobbio Scriptorium
✦   LIBER   ✦

Structural requirements for intramolecular proton transfers

✍ Scribed by Richard D. Gandour

Publisher
Elsevier Science
Year
1974
Tongue
French
Weight
224 KB
Volume
15
Category
Article
ISSN
0040-4039

No coin nor oath required. For personal study only.

✦ Synopsis

Recent findings in this laboratory have suggested certain structural requirements for intramolecular proton transfers involving a solvent bridge.

192 It is the purpose of this communication to present a hypothesis which predicts when intramolecular proton transfer will most likely occur.

Succinctly stated, the hypothesis is that the highest probability for intramolecular proton transfer will occur when the cyclic transition state formed can accomodate a linear arrangement of donor-proton-acceptor of appropriate length. This most easily occurs when the ring size is eight.

Fersht and Kirby3 in their now classic studies on aspirin derivatives proposed, for all the compounds they studied except one , a mechanism for spontaneous hydrolysis involving intramolecular attack of a carboxylate via

πŸ“œ SIMILAR VOLUMES

Intramolecular proton transfer in excite
Intramolecular proton transfer in excited benzoxazoles
✍ Andrzej MordziΕ„ski; Anna Grabowska πŸ“‚ Article πŸ“… 1982 πŸ› Elsevier Science 🌐 English βš– 458 KB

Euclted-slate proIon translcr in 2.(2'.hydroxypbenyl)benzovazole (PBX-OH) was quntltatively stuched using model compounds PBX and PBX-OCH3. Low tempcrnturc ils well OS OH 4 OD substitution slow proton transfer. No isolopc clfeet on tutomcrx fluorescence or prunnry phosphorescence hfetimcs IS observe

Effects of electronic delocalization on
Effects of electronic delocalization on intramolecular proton transfer
✍ Richard M. Tarkka; Samson A. Jenekhe πŸ“‚ Article πŸ“… 1996 πŸ› Elsevier Science 🌐 English βš– 433 KB

The effects of molecular size, conjugation length, and competition with excimer formation on excited state intramolecular proton transfer (ESIPT) in conjugated polymers, in which the intramolecularly hydrogen-bonded moieties reside in the main chain, were examined. A large extent of T-electron deloc