000158168 001__ 158168
000158168 005__ 20180913060135.0
000158168 0247_ $$2doi$$a10.1021/jo990559l
000158168 037__ $$aARTICLE
000158168 245__ $$a4-Nitrophenyltriflate and 4-Nitrophenylnonaflate as New Perfluoroalkanesulfonyl Transfer Agents: Experimental and Computational Studies
000158168 269__ $$a1999
000158168 260__ $$c1999
000158168 336__ $$aJournal Articles
000158168 500__ $$aCAN 131:299175
000158168 500__ $$a22-4
000158168 500__ $$aPhysical Organic Chemistry
000158168 500__ $$aInstitut de Chimie des Substances Naturelles,CNRS,Gif-Sur-Yvette,Fr.
000158168 500__ $$aJournal
000158168 500__ $$a0022-3263
000158168 500__ $$awritten in English.
000158168 500__ $$a17763-80-3 (4-Nitrophenyl triflate); 32578-27-1 (2,4-Dinitrophenyl triflate); 32848-23-0 (4-Nitrophenyl nonaflate); 132993-22-7 (2-Nitrophenyl triflate) Role: PEP (Physical, engineering or chemical process), RCT (Reactant), PROC (Process), RACT (Reactant or reagent) (4-nitrophenyltriflate and 4-nitrophenylnonaflate as new perfluoroalkanesulfonyl transfer agents); 98-54-4; 135-19-3 (2-Naphthalenol); 540-38-5; 621-59-0; 3279-76-3; 20649-40-5; 247018-45-7; 247018-46-8 Role: RCT (Reactant), RACT (Reactant or reagent) (4-nitrophenyltriflate and 4-nitrophenylnonaflate as new perfluoroalkanesulfonyl transfer agents); 3857-83-8P; 7462-11-5P; 34859-82-0P; 42096-34-4P; 93131-74-9P; 109586-39-2P; 154318-75-9P; 154447-04-8P; 157790-73-3P; 199465-44-6P; 247018-48-0P; 247018-49-1P; 247018-50-4P; 247018-51-5P; 247018-52-6P Role: SPN (Synthetic preparation), PREP (Preparation) (4-nitrophenyltriflate and 4-nitrophenylnonaflate as new perfluoroalkanesulfonyl transfer agents)
000158168 520__ $$a4-Nitrophenyl triflate (1) as well as 4-nitrophenyl nonaflate (2) are excellent perfluoroalkanesulfonyl transfer agents. An important feature of the present method is its chemoselectivity. The aliph. hydroxy function was inert under the reaction conditions studied , and consequently phenols can be selectively triflated in the presence of alc. Frontier MO calcns. were used to rationalize the exptl. results. [on SciFinder (R)]
000158168 6531_ $$aFMO (4-nitrophenyltriflate and 4-nitrophenylnonaflate as new perfluoroalkanesulfonyl transfer agents)
000158168 6531_ $$anitrophenyl triflate perfluoroalkanesulfonyl transfer agent
000158168 700__ $$aNeuville, Luc
000158168 700__ $$aBigot, Antony
000158168 700__ $$aDau, Marie Elise Tran Huu
000158168 700__ $$0244710$$aZhu, Jieping$$g206332
000158168 773__ $$j64$$k20$$q7638-7642$$tJournal of Organic Chemistry
000158168 909C0 $$0252341$$pLSPN$$xU12326
000158168 909CO $$ooai:infoscience.tind.io:158168$$pSB$$particle
000158168 937__ $$aEPFL-ARTICLE-158168
000158168 973__ $$aOTHER$$rREVIEWED$$sPUBLISHED
000158168 980__ $$aARTICLE