Standard Article

Positively Charged Selenium- and Tellurium-Stabilized Species

Organic Selenium and Tellurium (2013)

  1. Soichi Sato

Published Online: 28 APR 2014

DOI: 10.1002/9780470682531.pat0704

Patai's Chemistry of Functional Groups

Patai's Chemistry of Functional Groups

How to Cite

Sato, S. 2014. Positively Charged Selenium- and Tellurium-Stabilized Species. Patai's Chemistry of Functional Groups. 1–14.

Author Information

  1. Tokyo Metropolitan University, Department of Chemistry, Tokyo, Japan

Publication History

  1. Published Online: 28 APR 2014

Chemistry Terms

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Abstract

Cationic chalcogenium species have attracted some attention due to the ability of these highly electropositive centers to interact with organic molecules or to provide strong π-accepter ligands for transition metals. Though the cationic selenium and tellurium species are very useful for organic synthesis, most of the naked cationic chalcogen species, with the exception of tricoordinated chalcogenium salt (R3Ch+, Ch = chalcogen atoms), are unstable and difficult to isolate as a result of their intrinsic high reactivity. However, if the cationic chalcogen species are supported by the coordination of neighboring p-block elements bearing a lone electron pair, they are often stabilized dramatically. Several cationic selenium and tellurium species which are naturally unstable have been synthesized and isolated by the intra- and intermolecular coordination of various ligands. The main purpose of this chapter is to introduce the recent progress of positively charged selenium and tellurium species, mainly focused on the dicationic selenium(II, IV, VI) and tellurium(II, IV, VI) species, which are stabilized by the coordination with p-block elements.

Keywords:

  • p-block element;
  • dication;
  • carbene;
  • transannular interaction;
  • 3-center-4-electron bond;
  • hypervalent;
  • selenuranyl dication;
  • telluranyl dication;
  • selenenyl cation;
  • tellurenyl cation

Featured Compounds

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  1. 1 - 75
Compound 39
Molecular Weight:Not Available
Molecular Formula:Not Available
InChIKey:Not Available
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Compound 41a
Molecular Weight:415.22
Molecular Formula:C12H19F6N2PSe
InChIKey:YFUAKSALZBVHCF-UHFFFAOYSA-O
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Compound 13
Molecular Weight:Not Available
Molecular Formula:Not Available
InChIKey:Not Available
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Compound 38
Molecular Weight:Not Available
Molecular Formula:Not Available
InChIKey:Not Available
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Compound 19a
Molecular Weight:Not Available
Molecular Formula:Not Available
InChIKey:Not Available
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Compound 35a
Molecular Weight:630.79
Molecular Formula:C13H30Cl6PSbSe
InChIKey:COXHMJGKLPIPFJ-UHFFFAOYSA-H
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Compound 30a
Molecular Weight:421.34
Molecular Formula:C24H16F2Se
InChIKey:SYUOKZILUNNYJB-UHFFFAOYSA-N
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Compound 26b
Molecular Weight:978.6
Molecular Formula:C35H30F6O6S6Te
InChIKey:SHGLHAIETPYGPM-UHFFFAOYSA-L
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Compound 30b
Molecular Weight:470
Molecular Formula:C24H16F2Te
InChIKey:QOHPILYAGVSRQN-UHFFFAOYSA-N
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Compound 11
Molecular Weight:Not Available
Molecular Formula:Not Available
InChIKey:Not Available
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Compound 38a
Molecular Weight:832
Molecular Formula:C30H67BrSi7Te
InChIKey:DJQWJRGDBYUCEB-UHFFFAOYSA-N
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Compound A
Molecular Weight:Not Available
Molecular Formula:Not Available
InChIKey:Not Available
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Compound 20
Molecular Weight:526.2
Molecular Formula:C26H22S2Te
InChIKey:KPMJGCBMCVRGDA-UHFFFAOYSA-N
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Compound 8
Molecular Weight:775.51
Molecular Formula:C28H26F6O6P2S2Se
InChIKey:UEPGHBDEANRXEI-UHFFFAOYSA-L
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Compound E
Molecular Weight:296.31
Molecular Formula:C13H30PSe
InChIKey:QQWJWEVXLVKCAA-UHFFFAOYSA-O
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Compound 29
Molecular Weight:782.3
Molecular Formula:C14H26F6O6S2Se4
InChIKey:WNDVBTIYUYXLNM-UHFFFAOYSA-L
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Compound 18b
Molecular Weight:459.16
Molecular Formula:C16H14OSe3
InChIKey:CYGOAFOLCBZWFP-UHFFFAOYSA-N
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Compound 35
Molecular Weight:Not Available
Molecular Formula:Not Available
InChIKey:Not Available
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Compound 35b
Molecular Weight:423.22
Molecular Formula:C13H30IPSe
InChIKey:YRBVOFLOJGHYQI-UHFFFAOYSA-M
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Compound 17a
Molecular Weight:349.37
Molecular Formula:C16H14S2Se
InChIKey:VAORFBMHQSMJCV-UHFFFAOYSA-N
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Compound 1
Molecular Weight:786.97
Molecular Formula:C26H36Cl6N2SeSn
InChIKey:UDXOIGZOYSWEDU-QGPDJXFSSA-H
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Compound 5
Molecular Weight:877.81
Molecular Formula:C38H40F6N2O6S2Se
InChIKey:RDKMKVDEEACBPN-DZPQVTRNSA-N
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Compound 22
Molecular Weight:542.2
Molecular Formula:C26H22OS2Te
InChIKey:RWKPUIOOHRNGKS-UHFFFAOYSA-N
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Compound 13b
Molecular Weight:1146.9
Molecular Formula:C46H82F6N8O6S2Te
InChIKey:WQZDUIFSOBCSST-UHFFFAOYSA-L
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Compound 18a
Molecular Weight:365.37
Molecular Formula:C16H14OS2Se
InChIKey:UCJPSKPCFCAACC-UHFFFAOYSA-N
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Compound 21a
Molecular Weight:699.8
Molecular Formula:C26H22B2F8S2Te
InChIKey:AFYBLXPLEFIBMN-UHFFFAOYSA-N
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Compound 14
Molecular Weight:Not Available
Molecular Formula:Not Available
InChIKey:Not Available
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Compound 32
Molecular Weight:730.1
Molecular Formula:C26H18F6O6S2Te
InChIKey:CUBZALVWNOYUQF-UHFFFAOYSA-L
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Compound 39c
Molecular Weight:1294.5
Molecular Formula:C50H82F6NO4PS2Si7Te
InChIKey:DRAPLEDGEVAHEM-UHFFFAOYSA-O
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Compound 15
Molecular Weight:396.2
Molecular Formula:C16H14O2Se2
InChIKey:PKSGVJGSMDRNAC-UHFFFAOYSA-N
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Compound 27
Molecular Weight:678.4
Molecular Formula:C34H30OS3Te
InChIKey:ZFZIQNWBCXKJGA-UHFFFAOYSA-N
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Compound 14a
Molecular Weight:Not Available
Molecular Formula:Not Available
InChIKey:Not Available
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Compound 36
Molecular Weight:Not Available
Molecular Formula:Not Available
InChIKey:Not Available
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Compound 10a
Molecular Weight:863.41
Molecular Formula:C28H26As2F6O6S2Se
InChIKey:YYJJLESEQQMDBO-UHFFFAOYSA-L
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Compound 11b
Molecular Weight:914.4
Molecular Formula:C30H42F6N8O6S2Te
InChIKey:FXUDZGQGFYKVCZ-UHFFFAOYSA-L
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Compound 16
Molecular Weight:678.34
Molecular Formula:C18H16F6O7S2Se2
InChIKey:NHFUYWRIFDJMQK-UHFFFAOYSA-L
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Compound 17b
Molecular Weight:443.16
Molecular Formula:C16H14Se3
InChIKey:JCUZYOBGBQXICX-UHFFFAOYSA-N
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Compound 25a
Molecular Weight:620.3
Molecular Formula:C27H24OS4Te
InChIKey:PTKCLPJTNSGHSE-UHFFFAOYSA-N
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Compound 39a
Molecular Weight:1163.4
Molecular Formula:C49H83F3O3PSSi7Te
InChIKey:UDYASUOERDVBCG-UHFFFAOYSA-N
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Compound 7
Molecular Weight:926.5
Molecular Formula:C38H40F6N2O6S2Te
InChIKey:DHNKXIDQKIVLNO-DZPQVTRNSA-N
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Compound 33b
Molecular Weight:344
Molecular Formula:C16H24Te
InChIKey:QRBCXKQWLXAKTO-UHFFFAOYSA-N
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Compound 3
Molecular Weight:597.45
Molecular Formula:C16H26F6N2O6S2Se
InChIKey:IIKYDCNZIRRVSS-KAFKVMRASA-L
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Compound 26a
Molecular Weight:902.5
Molecular Formula:C29H26F6O6S6Te
InChIKey:HNYNLVMQWCDPFL-UHFFFAOYSA-L
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Compound 25b
Molecular Weight:696.4
Molecular Formula:C33H28OS4Te
InChIKey:VWIRAKJHNUFCSS-UHFFFAOYSA-N
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Compound 21b
Molecular Weight:824.3
Molecular Formula:C28H24F6O6S4Te
InChIKey:AWEZVONYUIKHTK-UHFFFAOYSA-L
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Compound F
Molecular Weight:296.31
Molecular Formula:C13H30PSe
InChIKey:XOEWUNNAWVSYCC-UHFFFAOYSA-N
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Compound 23
Molecular Weight:620
Molecular Formula:C26H22Se2Te
InChIKey:MVLKGMVCNFPBTC-UHFFFAOYSA-N
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Compound 40a
Molecular Weight:285.29
Molecular Formula:C13H22N2Se
InChIKey:NKMJJFXHXSIEDJ-UHFFFAOYSA-N
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Compound 41b
Molecular Weight:463.9
Molecular Formula:C12H19F6N2PTe
InChIKey:JFVJSPGWOFZMMV-UHFFFAOYSA-O
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Compound 2
Molecular Weight:370.22
Molecular Formula:C14H24Cl2N2Se
InChIKey:SMMLAYZCSXRYIT-UVMLGHLYSA-N
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Compound 33a
Molecular Weight:295.32
Molecular Formula:C16H24Se
InChIKey:ACRCBHRRAVVIMG-UHFFFAOYSA-N
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Compound 13a
Molecular Weight:1098.26
Molecular Formula:C46H82F6N8O6S2Se
InChIKey:NWBSLIQWIIKSCN-UHFFFAOYSA-L
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Compound 12a
Molecular Weight:737.68
Molecular Formula:C24H42F6N4O6S2Se
InChIKey:CBPQDJQQMUIAEW-UHFFFAOYSA-L
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Compound 24
Molecular Weight:793.6
Molecular Formula:C26H22B2F8Se2Te
InChIKey:CIVYQNFTPYYMCE-UHFFFAOYSA-N
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Compound 38b
Molecular Weight:879
Molecular Formula:C30H67ISi7Te
InChIKey:JHXZOZLUMRJHRC-UHFFFAOYSA-N
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Compound 28
Molecular Weight:845.84
Molecular Formula:C14H24CuF6O6S2Se4
InChIKey:BFNRYTWLBJVAFL-UHFFFAOYSA-L
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Compound 40b
Molecular Weight:333.9
Molecular Formula:C13H22N2Te
InChIKey:HZGJEMFDGSDGPS-UHFFFAOYSA-N
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Compound 10b
Molecular Weight:912.1
Molecular Formula:C28H26As2F6O6S2Te
InChIKey:TURXYEYQINTHHC-UHFFFAOYSA-L
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Compound 34a
Molecular Weight:379.48
Molecular Formula:C22H36Se
InChIKey:RDFDSOGJHQWWHJ-UHFFFAOYSA-N
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Compound 37
Molecular Weight:1542.1
Molecular Formula:C60H134F2Si14Te2
InChIKey:Not Available
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Compound 34b
Molecular Weight:428.1
Molecular Formula:C22H36Te
InChIKey:HGUCBOQHIXRGFW-UHFFFAOYSA-N
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Compound 12
Molecular Weight:Not Available
Molecular Formula:Not Available
InChIKey:Not Available
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Compound 6
Molecular Weight:882.1
Molecular Formula:C36H40I2N2Te
InChIKey:JVOLUUPVFZUEPJ-DZPQVTRNSA-N
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Compound B
Molecular Weight:Not Available
Molecular Formula:Not Available
InChIKey:Not Available
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Compound 14b
Molecular Weight:Not Available
Molecular Formula:Not Available
InChIKey:Not Available
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Compound 19b
Molecular Weight:Not Available
Molecular Formula:Not Available
InChIKey:Not Available
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Compound 34
Molecular Weight:Not Available
Molecular Formula:Not Available
InChIKey:Not Available
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Compound 4
Molecular Weight:739.48
Molecular Formula:C36H40Br2N2Se
InChIKey:IXLHGKLELUSGKU-DZPQVTRNSA-N
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Compound 33
Molecular Weight:Not Available
Molecular Formula:Not Available
InChIKey:Not Available
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Compound 12b
Molecular Weight:786.3
Molecular Formula:C24H42F6N4O6S2Te
InChIKey:UBZXGKJREABDKE-UHFFFAOYSA-L
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Compound 39b
Molecular Weight:1101.1
Molecular Formula:C48H82BF4PSi7Te
InChIKey:LLZVHEOGDQTVIT-UHFFFAOYSA-O
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Compound 21
Molecular Weight:Not Available
Molecular Formula:Not Available
InChIKey:Not Available
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Compound 31
Molecular Weight:532.41
Molecular Formula:C25H16F3O3SSe
InChIKey:VURPEFPSWKIZTB-UHFFFAOYSA-N
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Compound 9
Molecular Weight:824.2
Molecular Formula:C28H26F6O6P2S2Te
InChIKey:ZZYQORHEIADQPW-UHFFFAOYSA-L
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Compound 11a
Molecular Weight:865.77
Molecular Formula:C30H42F6N8O6S2Se
InChIKey:IJBKLNAPWBJKJY-UHFFFAOYSA-L
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