ISSN:
0009-2940
Keywords:
Silanes, acetyl-, Si-functional
;
Silanol, acetyl-, crystal structure of
;
Microbial reduction
;
Chemistry
;
Inorganic Chemistry
Source:
Wiley InterScience Backfile Collection 1832-2000
Topics:
Chemistry and Pharmacology
Notes:
Synthesis of the Si-Functional Acetylsilanes tBu(Me3SiCH2)[MeC(O)]SiF and tBu(Me3SiCH2)[MeC(O)]SiH as well as Synthesis and Crystal Structure of the Acetylsilanol tBu(Me3SiCH2)[MeC(O)]SiOH: Substrates for Microbial ReductionsThe racemic Si-functional acetylsilanes tBu(Me3SiCH2)[MeC(O)]SiF (1) and tBu(Me3SiCH2)[MeC(O)]SiH (2) and the racemic acetylsilanol tBu(Me3SiCH2)[MeC(O)]SiOH (3) were synthesized from Si(OMe)4 (4) as substrates for microbial reductions [4 → tBuSi(OMe)3 (5) → tBu(Me3SiCH2)Si(OMe)2 (6) → tBu(Me3SiCH2)SiF2 (7) → tBu(Me3SiCH2)[CH2 = C(OMe)]SiF (8) → 1; 8 → tBu(Me3SiCH2)[CH2 = C(OMe)]SiH (9) → 2; 6 → tBu(Me3SiCH2)[CH2 = C(OMe)]SiOMe (10) → 3]. Compounds 1-3 were found to be reduced by cells of Trigonopsis variabilis (DSM 70714) [≡ SiC(O)Me → ≡ SiCH(OH)Me]. The crystal and molecular structure of 3 was studied by singlecrystal X-ray diffraction. In the crystal, racemic 3 forms infinite chains built up by intermolecular O—H…O bonds between the hydroxyl and acetyl groups of molecules of the same absolute configuration.
Additional Material:
2 Ill.
Type of Medium:
Electronic Resource
URL:
http://dx.doi.org/10.1002/cber.19921250311
