25106-97-2Relevant articles and documents
Syntheses and Crystal Structures of Seven Alicyclic Diols which Crystallise with Layer Structures Instead of the Helical Tubuland Inclusion Lattice
Hawkins, Stephen C.,Scudder, Marcia L.,Craig, Donald C.,Rae, A. David,Raof, Razman B. Abdul,et al.
, p. 855 - 870 (2007/10/02)
In an exploration of the possibility of modifying the shape and size of the helical canal host structure known to occur in crystals of several bi- and tri-cyclic diols, we report the syntheses and crystal structures of seven further diols: endo-2,endo-6-dihydroxy-2,6-dimethylbicyclononane (5); endo-2,endo-6-dihydroxy-2,6-dimethyl-9-thiabicyclononane (6); 2,6-dihydroxy-2,6-dimethyltricyclo3,7>decane (7); anti-4,anti-8-dihydroxy-4,8-dimethyl-2-thiatricyclo3,7>decane (8); syn-2,syn-7-dihydroxy-2,7-diethyltricyclo3,8>undecane (9); anti-2,anti-7-dihydroxy-2,7-diethyltricyclo3,8>undecane (10); and syn-2,anti-8-dihydroxy-2,8-dimethyl-tricyclo3,9>dodecane (11).All seven of these adopt similar layered crystal structures.The properties characteristic of these structures are: two-dimensional hydrogen bonding of diol molecules within the layers, maximised hydrogen bonding for each diol, an absence of inter-layer hydrogen bonding, and the occurence of cycles of four hydrogen bonds connecting four diol molecules within the layers.The closed cycles of hydrogen bonds are in contrast with the extended helical spines characteristic of the helical canal host lattice.The layered diol structures do not include guests and do not involve spontaneous resolution of the diol molecules.
Microbial Stereodifferentiating Reduction of 2,6-Adamantanedione and Hexahydrodibenzoheptalene-5,11-dione, Diketones with Two Homotopic Carbonyl Groups on a C2 Symmetry Axis
Nakazaki, Masao,Chikamatsu, Hiroaki,Nishino, Masayoshi,Murakami, Hiroshi
, p. 1151 - 1156 (2007/10/02)
The microbial stereodifferentiating aptitude toward diketones with two homotopic carbonyl groups on a C2 symmetry axis was studied.Incubating of 2,6-adamantanedione (6) with Curvularia lunata yielded, via the ketol 10, (-)-(R)-2,6-adamantanediol (11), and incubation with Rhodotorula rubra converted the (+/-) doubly bridged biphenyl diketone 7 into a mixture of the recovered (+)-(R)-diketone 7, the (+)-(R)-ketol, and the (-)-(S)-cis-diol 19.These stereoselectivities were analyzed to test the proposed "C2-ketone rule".
