1975
DOI: 10.1021/ja00838a023
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Silver(I) ion catalyzed rearrangements of strained .sigma. bonds. XXVI. Silver(I)-catalyzed valence isomerization of substituted 1,8-bishomocubanes. Stereochemical aspects

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Cited by 18 publications
(5 citation statements)
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“…The basketane diester 9 and diol 10 were rearranged to the corresponding snoutane derivatives ( 14 and 15 , respectively) in excellent yields using silver nitrate . NMR and IR spectra recorded for compounds 15 and 16 were consistent with the data reported in the literature . Compounds 14 , 17 and 18 constituted new compounds and were characterized using 1 H and 13 C NMR spectroscopy, FTIR spectroscopy, elemental analysis and mass spectrometry.…”
Section: Resultssupporting
confidence: 73%
See 1 more Smart Citation
“…The basketane diester 9 and diol 10 were rearranged to the corresponding snoutane derivatives ( 14 and 15 , respectively) in excellent yields using silver nitrate . NMR and IR spectra recorded for compounds 15 and 16 were consistent with the data reported in the literature . Compounds 14 , 17 and 18 constituted new compounds and were characterized using 1 H and 13 C NMR spectroscopy, FTIR spectroscopy, elemental analysis and mass spectrometry.…”
Section: Resultssupporting
confidence: 73%
“…Homocubanes, such as basketane and snoutane, also feature polyhedral structures yet have been underutilized in polymeric materials . Due to their relatively low symmetries and compact structures, we hypothesized that the integration of these cage‐like compounds into the backbones of polymeric materials should enhance their intrinsic physical properties while retaining high solubility.…”
Section: Introductionmentioning
confidence: 99%
“…(XXI) (LV) (CXXXVIII) " onstrated that the silver catalysis of 1,8-bishomocubane to the snoutane derivatives passes by way of a cyclopropylcarbinyl cation (23). Similar studies have been carried out with homocubane derivatives (24), and the action of transition metals, in particular rhodium(I) and palladium(II) complexes, on bishomo and homocubane derivatives has also been investigated (25).…”
Section: Tris-homocubanementioning
confidence: 99%
“…Several intricate targets ( Fig. 1 ), such as snoutane ( 1 ) [ 18 ], basketane ( 2 ) [ 19 ], tetrahedrane ( 3 ) [ 20 ], triprismane [ 21 ], rocketene ( 4 ) [ 22 ], cubane ( 5 ) [ 23 ], garudane ( 6 ) [ 24 ], dodecahedrane ( 7 ) [ 25 26 ] and golcondane ( 8 ) [ 27 ] were assembled by employing various novel synthetic routes.…”
Section: Introductionmentioning
confidence: 99%