Title | A dehydrogenated cycloadduct of N-phenylmaleimide and the azomethine ylide derived from ninhydrine and phenylalanine: Structure and conformation |
Publication Type | Journal Article |
Year of Publication | 2001 |
Authors | Preu, L, Kliegel, W, Rettig, SJ, Trotter, J |
Journal | Monatshefte Fur Chemie |
Volume | 132 |
Pagination | 1213-1224 |
Date Published | Oct |
Type of Article | Article |
ISBN Number | 0026-9247 |
Keywords | dynamic H-1 NMR spectroscopy, molecular modeling, spiro compounds, X-ray structure determination |
Abstract | {The structure of the dehydrogenation product 1 ’ ,3a ’ -dihydro-3 ’-((1,3-dioxoindan-2-ylidene)-phenyl-methyl)-5 ’ -phenyl-spiro-(indan-2,1 ’ -pyrrolo[3,4-c]pyrrole)-1,3,4 ’ ,6 ’-(5 ’H, 6a ’H)-tetrone derived from the cycloadducts (+/-)-(3a ’S,6a ’R)-1 ’ ,3a ’ -dihydro-3 ’-((R)-alpha-(1,3-dioxoindanyl)-benzyl)-5 ’ -phenyl-spiro-(indan-2,1 ’ -pyrrolo[3,4-c]pyrrole)-1,3,4 ’ ,6 ’ (5H,6a ’H)-tetrone and/or (+/-)-(3a ’S,6a ’R)-1 ’ ,3a ’ -dihydro-3 ’-((S)-alpha-(1,3-dioxoindanyl)-benzyl)-5 ’ -phenyl-spiro-(indan-2,1 ’ -pyrrolo[3,4-c]pyrrole)-1,3,4 ’ ,6 ’ (5H,6a ’H)-tetrone, which were synthesized by 1,3-dipolar cycloaddition of N-phenylmaleimide to 2-((2-(1,3-dioxoindan-2-yl)-2-phenyl-ethenyl)-imino)-indan-1,3-dione, was determined by X-ray analysis. Crystal data (CCD, 180K): rhombohedral, R (3) over bar |
URL | <Go to ISI>://000172183300010 |