Absolute configuration of methylethylpropylsulphonium ion

Kelstrup, Ebbe; Kjær, Anders; Abrahamsson, Sixten; Dahlén, Birgitta

doi:10.1039/c39750000629

Cited by 9 publications

(6 citation statements)

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“…(4.44)]. 178 The most important application of trisubstituted sulfonium ions is in the generation of sulfur ylides. In a similar way, alkylation of thianthrene to yield the corresponding sulfonium salts (63) The absolute configuration of ethylmethylpropylsulfonium ion, the simplest chiral sulfonium ion has been determined.…”

Section: Tertiary Alkyl(aryl)sulfoniummentioning

confidence: 99%

“…(4.119)].Similarly, several 2-and 2,5-substituted tetramethylenehalonium ions(174)(175)(176)(177)(178) have been prepared and studied by both 1 H and 13 C NMR spectroscopy 99,410,411. (4.119)].Similarly, several 2-and 2,5-substituted tetramethylenehalonium ions(174)(175)(176)(177)(178) have been prepared and studied by both 1 H and 13 C NMR spectroscopy 99,410,411.…”

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confidence: 99%

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Heterocations in Superacid Systems

Oláh¹,

Prakash²,

Molnár³

et al. 2008

Superacid Chemistry

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Section: Tertiary Alkyl(aryl)sulfoniummentioning

confidence: 99%

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confidence: 99%

Heterocations in Superacid Systems

Oláh¹,

Prakash²,

Molnár³

et al. 2008

Superacid Chemistry

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“…No interatomic distances shorter than their respective van der Waals separations are found. The TBD ring is found to have a mirror plane with a symmetrical trans-chair conformation, as shown in (7) 38 (1) 72 (2) 117 (4) 0 0 45 (6) C(1) 0 1767 (8) 5141 (22) 29 (4) 64 (7) 132 (18) 0 0 -72 (27) C (2) 981 (6) 1294 (8) 4350 (12) 53 (5) 93 (8) 180 (15) 22 (10) 12 (12) 2 (17) C (3) 1912 (5) 1826 (8) 5223 (23) 44 (4) 105 (8) 251 (30) 35 (9) -18 (20) 28 (29) C (4) 1997 (5) 3387 (8) 5272 (19) 36 (3) 111 (7) 238 (29) -10 (8) 12 (16) 86 (27) C (5) 1098 (5) 4053 (7) 6109 (11) 47 (4) 86 (7) 150 (12) -11 (9) -21 (13) -9 (16) average literature values" 1.817,~ (Sutton, 1965), 1-822/k for cyclic compounds and 1-795 A for noncyclic compounds (Tamura, 1971 Kelstrup & Kjaer, 1975). On the other hand, the S-C(1) bond (1.872 /k) is significantly longer than the S-C(5) bond (1.806/~).…”

Section: Structure Determination and Refinementmentioning

confidence: 99%

The crystal structure of trans-1-thioniabicyclo[4.4.0]decane bromide

Matsui¹,

Watanabe²,

Miyoshi³

et al. 1976

Acta Crystallogr Sect B

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The crystal structure of the title compound has been determined by single-crystal X-ray analysis. The crystal is orthorhombic, space group Cmc21, with a= 13.217 (4), b= 9.784 (3), c= 8.083 (3) A, Z--4. The structure was solved by heavy-atom methods and refined by full-matrix least-squares calculations to R = 0.044 for 603 observed reflexions. The structure is ionic and can be taken as belonging to the NaCI type, composed of decane (TBD) cations. The TBD ring has mirror symmetry with a symmetrical trans-chair conformation. A distinct difference is found in the two S-C bond lengths (1-806, 1.872 A).

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“…A multistep stereospecific synthesis of ethylmethylpropylsulfonium 2,4,6-trinitrobenzenesulfonate 1 16 from (-)-(3)-ethyl lactate was recently elaborated by Kjaer and his co-workers (160) and is shown in Scheme 6. In their elegant studies on sulfoxides, Johnson and co-workers have described a general method for the synthesis of chiral alkoxysulfonium salts consisting of the 0-alkylation of chiral sulfoxides by triethyloxonium tetrafluoroborate ( 16 1). This method is illustrated by eq.…”

mentioning

confidence: 99%

“…In an extension of their prolific work on chiral sulfoximides, Cram and co-workers (133,182,183) have also prepared the optically active with the ketone 160. It is evident that after the first addition step an intramolecular cyclization takes place to form a six-membered ring.…”

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confidence: 99%