18636-55-0Relevant articles and documents
Cycloaddition Reactions of Indenes. 3. 1:1 Adduct from 1,1-Dimethyl-1H-indene and Dimethyl Acetylenedicarboxylate
Noland, Wayland E.,Kameswaran, Venkataraman
, p. 1318 - 1322 (1981)
In contrast to 1H-indene (1a) and 1-methyl-1H-indene (1b), wich give stable 1:2 adducts (3a, 34percent; 3b, 30percent) and with 1a also a 1:3 adduct (4a; 40percent from 1a; 71percent from 3a) with dimethyl acetylenedicarboxylate (DMAD), 1,1-dimethyl-1H-indene (1d) and DMAD gave as the only crystalline product a cycloadduct of different structural type, dimethyl 1a,7b-cis-dihydro-1,1-dimethyl-1H-cyclopropanaphthalene-2,3-dicarboxylate (5a, 14percent), the structure of which has been confirmed by X-ray crystallography.
Bosch,Brown
, p. 1718,1734 (1964)
Unusual traits of cis and trans-2,3-dibromo-1,1-dimethylindane on the way from 1,1-dimethylindene to 2-bromo-, 3-bromo-, and 2,3-dibromo-1,1-dimethylindene
Knorr, Rudolf,Stephenson, David S.,Lattke, Ernst,B?hrer, Petra,Ruhdorfer, Jakob
, p. 1178 - 1184 (2016)
Do not rely on the widely accepted rule that vicinal, sp3-positioned protons in cyclopentene moieties should always have more positive 3J NMR coupling constants for the cis than for the trans arrangement: Unrecognized exceptions might misguide one to wrong stereochemical assignments and thence to erroneous mechanistic conclusions. We show here that two structurally innocent-looking 2,3-dibromo-1,1-dimethylindanes violate the rule by means of their values of 3J(cis) = 6.1 Hz and 3J(trans) = 8.4 Hz. The stereoselective formation of the trans diastereomer from 1,1-dimethylindene was improved with the tribromide anion (Br3-) as the brominating agent in place of elemental bromine; the ensuing, regiospecific HBr elimination afforded 3-bromo-1,1-dimethylindene. The addition of elemental bromine to the latter compound, followed by thermal HBr elimination, furnished 2,3-dibromo-1,1-dimethylindene, whose Br/Li interchange reaction, precipitation, and subsequent protolysis yielded only 2-bromo-1,1-dimethylindene.
INDOLE-BASED COMPOUND AND ORGANIC LIGHT EMITTING DEVICE USING THE SAME
-
, (2016/12/22)
The present invention relates to an indole-based compound and an organic light emitting device using the same. The indole-based compound is represented by Chemical formula 1.COPYRIGHT KIPO 2015
Platinum and ruthenium chloride-catalyzed cycloisomerization of 1-alkyl-2-ethynylbenzenes: Interception of π-activated alkynes with a benzylic C-H bond
Tobisu, Mamoru,Nakai, Hiromi,Chatani, Naoto
scheme or table, p. 5471 - 5475 (2009/12/06)
(Chemical Equation Presented) Air-stable and commercially available alkynophilicmetal salts, such as PtCl2, PtCl4, and [RuCl2(CO)3]2, catalyze the cycloisomerization of 1-alkyl-2-ethynylbenzenes to produce substituted indenes even at an ambient temperature. Electrophilically activated alkynes can be intercepted by simple benzylic C-Hbonds at primary, secondary, and tertiary carbon centers. Mechanistic studies, such as labeling studies and kinetic isotope and substituent effects, indicate that the cycloisomerization proceeds through the formation of a vinylidene intermediate and turnover-limiting 1,5-shift of benzylic hydrogen.