Chiral Sulfur Compounds. XV. Diastereoselective Additions of Lithiated S-Benzyl-N-t-butyldiphenylsilyl-S-methyl-sulfoximine to Imines and Aldehydes

1992 ◽  
Vol 45 (5) ◽  
pp. 807 ◽  
Author(s):  
SG Pyne ◽  
B Dikic ◽  
BW Skelton ◽  
AH White

The lithium salt of racemic S-benzyl-N-t- butyldiphenylsilyl-S-methylsulfoximine (2) undergoes 1,2-addition to imines that have been activated by precomplexation with boron trifluoride diethyl etherate (BF3.Et2O), and aldehydes , with high diastereoselectivity. The relative lS*,2S.*,S*s stereochemistry of the major diastereomeric adducts of (2) and EtCH = NPh and PriCH = NPh , and the relative lS *,2S*,S*s stereochemistry of the major diastereomeric adduct of (2) and propanal were unequivocally determined by single-crystal X-ray structure analysis. An open transition state has been proposed to account for the stereochemical outcome of these reactions.

2005 ◽  
Vol 60 (5) ◽  
pp. 527-532 ◽  
Author(s):  
Herbert Schumann ◽  
Klaudia Sühring ◽  
Roman Weimann ◽  
Markus Hummert

Cyclopentadiene reacts with five equivalents of 4-methylbenzylalcohol (1:5,6 mole ratio) and sodium yielding penta(4-methylbenzyl)cyclopenta-2,4-diene (1), which upon treatment with butyl lithium affords the lithium salt [(4-MeC6H4CH2)5C5]Li (2). The reactions of 2 with FeCl2 and SnCl2 result in the formation of deca(4-methylbenzyl)ferrocene (3) and deca(4-methylbenzyl)stannocene (4), respectively. The 1H and 13C NMR, IR and mass spectra of the new compounds as well as the single crystal X-ray structure analysis of 1 are reported and discussed.


2021 ◽  
Author(s):  
jialu wu ◽  
Bo Li ◽  
Hong Wang ◽  
Ying Zhen Lai ◽  
Yue Ye ◽  
...  

A pair of enantiomers {[Cu(L-pro)(L-tyr)]·2H2O}n (L-1) and {[Cu(D-pro)(D-tyr)]·2H2O}n (D-1) based on the chiral ligands L/D-proline and L/D-tyrosine were synthesized and investigated by single-crystal X-ray structure analysis, IR, thermogravimetric analysis, solid-state...


Inorganics ◽  
2018 ◽  
Vol 6 (3) ◽  
pp. 97 ◽  
Author(s):  
Marie Gaschard ◽  
Farzaneh Nehzat ◽  
Thomas Cheminel ◽  
Bruno Therrien

The synthesis and characterization of three metalla-rectangles of the general formula [Ru4(η6-p-cymene)4(μ4-clip)2(μ2-Lanthr)2][CF3SO3]4 (Lanthr: 9,10-bis(3,3’-ethynylpyridyl) anthracene; clip = oxa: oxalato; dobq: 2,5-dioxido-1,4-benzoquinonato; donq: 5,8-dioxido-1,4-naphthoquinonato) are presented. The molecular structure of the metalla-rectangle [Ru4(η6-p-cymene)4(μ4-oxa)2(μ2-Lanthr)2]4+ has been confirmed by the single-crystal X-ray structure analysis of [Ru4(η6-p-cymene)4(μ4-oxa)2(μ2-Lanthr)2][CF3SO3]4 · 4 acetone (A2 · 4 acetone), thus showing the anthracene moieties to be available for reaction with oxygen. While the formation of the endoperoxide form of Lanthr was observed in solution upon white light irradiation, the same reaction does not occur when Lanthr is part of the metalla-assemblies.


1995 ◽  
Vol 50 (12) ◽  
pp. 1811-1817 ◽  
Author(s):  
Max Herberhold ◽  
Christian Köhler ◽  
Wolfgang Milius ◽  
Bernd Wrackmeyer

N,N′-Dialkyl sulfur diimides (1), R(NSN)R [R = Me (a), Et (b), nPr (c), nBu (d)] react with cyclic bis(amino)stannylenes such as 1,3-di-tert-butyl-4,4-dimethyl-1,3,4,2λ2-diazasilastannetedine (2) or 1,3-di-tert-butyl-4,4,5,5-tetramethyl-1,3,4,5,2λ2-diazadisilastannolidine (3) in a 2:1 ratio to give the new spiro-tin(IV) compounds 5a-d, 6b and 6c, built from the respective cyclic bis(amino)stannylene and a seven-membered ring in which the two sulfur diimide groups are coupled via a N-N bond and across the tin atom. A 1:1 adduct 4 is proposed as an intermediate which is the final product 4e in the case of R = tBu (1e). The products were characterized by multinuclear magnetic resonance (1H, 13C, 15N, 29Si, 119Sn NMR), and in the case of 5c the molecular structure was determined by single crystal X-ray structure analysis [monoclinic, space group C2/c ; a = 1504.1(3), b = 1393.3(3), c = 1688.6(3) pm; β = 115.71(3)°].


1989 ◽  
Vol 44 (3) ◽  
pp. 345-352 ◽  
Author(s):  
Johann Krupa ◽  
Helmut Lackner ◽  
Peter G. Jones ◽  
Karen Schmidt-Bäse ◽  
George M. Sheldrick

The absolute configurations of the known juglomycins A (1) and B (2) have been elucidated by single crystal X-ray structure analysis of 1 and its 6,8-dibromo derivative (1b). The structure of 2 has been corrected; it differs from 1 in its configuration at C-4', and not at C-3' as previously assumed. Relationships with the closely related isochromanquinone antibiotics are discussed.


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