122200-58-2Relevant articles and documents
Dialkoxy disulfides from cubycarbinols
Priefer, Ronny,Farrell, Patrick G,Harpp, David N
, p. 8781 - 8784 (2007/10/03)
Two dialkoxy disulfides 2 and 3 have been synthesized in respectable yields. The behaviour of 2 and 3 under thermal and photolytic conditions has been examined and we report the first examples of S2 liberation from aliphatic dialkoxy disulfides.
The cubane cage - A sensible probe for substituent effects on a four-membered ring
Irngartinger, Hermann,Strack, Stefan,Gredel, Frank
, p. 311 - 315 (2007/10/03)
The crystals of methyl 4-fluoro-1-cubanecarboxylate (1), methyl 4-chloro-1-cubanecarboxylate (2) and methyl cubanecarboxylate (5) are isomorphous to each other as are the crystals of methyl 4-bromo-1-cubanecarboxylate (3) and methyl 4-iodo-1-cubanecarboxylate (4). As a result of the space groups P21/m and Pnma, respectively, all molecules lie in a crystallographic mirror plane. Therefore, the methoxycarbonyl group is exactly planar, and the carbonyl fragment is in an eclipsed position to the cubane skeletal bond C2-C7. The electronic effects of the halogen atoms, in particular fluorine and chlorine, give rise to a shortening of the vicinal skeletal bonds. In contrast, the methoxycarbonyl groups causes a lengthening of the vicinal skeletal bonds C2-C6 and C2-C6A which are not in an eclipsed conformation. Ab initio calculations at the 6-31G* level of compounds 1, 2, and 5 confirm the experimental results. VCH Verlagsgesellschaft mbH, 1996.
