Effect of placement of phosphorus in a ring on the triplet-sensitized photorearrangement of 2-phenylallyl phosphites

Autor:	R. Thomas Cambron, Srinivasan Ganapathy, Kevin P. Dockery, Joel M. Harris, Wesley G. Bentrude, Yuh Wern Wu
Rok vydání:	1993
Předmět:	Chemistry Organic Chemistry Quantum yield Ring (chemistry) Photochemistry Biochemistry Phosphonate Electron transfer chemistry.chemical_compound Excited state Drug Discovery Kinetic isotope effect Benzophenone Triplet state
Zdroj:	Tetrahedron Letters. 34:5987-5990
ISSN:	0040-4039
Popis:	The triplet-sensitized photorearrangement of 2-phenyllayl phosphite 4 is of the order 50–100 times less efficient than that for its acyclic counterpart, 1. This surprising effect can be understood in terms of the influence of the spiro ring system of 10 on the rate of its conversion to thermodymanically more stable 11 from which phosphonate 12 is formed.
Databáze:	OpenAIRE
Externí odkaz:	https://explore.openaire.eu/search/publication?articleId=doi_________::1b159abc72b85a55ac2a600b6d397f1b https://doi.org/10.1016/s0040-4039(00)61708-2 Zobrazit plný text záznamu