e.g. Filippa Pettersson or Cancer Res. 75(6) , 1102-12, (2015) or 10.1002/anie.201600521

Vinyl cations. 41. Influence of 4-aryl and 4-alkyl substituents on the. pi.-route solvolyses of homopropargyl esters

CJ Collins, M Hanack, H Stutz, G Auchter…

Index: Collins, Clair J.; Hanack, Michael; Stutz, Herbert; Auchter, Gerhard; Schoberth, Winfried Journal of Organic Chemistry, 1983 , vol. 48, # 26 p. 5260 - 5268

Full Text: HTML

Citation Number: 24

Abstract

The four 4-substituted-homopropargyl tosylates and triflates 6b-e (R= phenyl, p-tolyl, anisyl, and cyclopropyl) have been synthesized and solvolyzed under various conditions, as have 2- cyclopropyl-1-cyclobutenyl triflate (11-OTf) and nonaflate (11-ONf). In addition, the solvolyses of pent-3-yn-1-yl tosylate (6a-OTs, R= methyl) and triflate (prepared previously) are reported. The ratios of C-3 ring to C-4 ring [R (C3 ring/C, ring)] products are recorded ...

4-phenylbut-3-ynyl trifluoromethanesulfonate Structure

4-phenylbut-3-y...

~%

Cyclopropyl phenyl ketone Structure

Cyclopropyl phe...

2-phenylcyclobutan-1-one Structure

2-phenylcyclobu...

4-PHENYL-3-BUTYN-1-OL Structure

4-PHENYL-3-BUTY...

Detail

Ethanol Structure

4-phenylbut-3-ynyl trifluoromethanesulfonate Structure

4-phenylbut-3-y...

~%

Cyclopropyl phenyl ketone Structure

Cyclopropyl phe...

2-phenylcyclobutan-1-one Structure

2-phenylcyclobu...

Detail

4-methylbenzenesulfonic acid,4-phenylbut-3-yn-1-ol Structure

4-methylbenzene...

~%

Cyclopropyl phenyl ketone Structure

Cyclopropyl phe...

2-phenylcyclobutan-1-one Structure

2-phenylcyclobu...

Benzene, 3-buten-1-ynyl- (9CI) Structure

Benzene, 3-bute...

Detail

pent-3-ynyl trifluoromethanesulfonate Structure

pent-3-ynyl tri...

~%

3-Pentyn-1-ol Structure

2-methylcyclobutenyl 2,2,2-trifluoroethyl ether Structure

2-methylcyclobu...

2-methylcyclobutan-1-one Structure

2-methylcyclobu...

Detail

3-Pentyn-1-ol,1-(4-methylbenzenesulfonate) Structure

3-Pentyn-1-ol,1...

~%

1-Pentene-3-yne Structure

1-Pentene-3-yne

2-methylcyclobutenyl 2,2,2-trifluoroethyl ether Structure

2-methylcyclobu...

2-methylcyclobutan-1-one Structure

2-methylcyclobu...

Detail

pent-3-ynyl trifluoromethanesulfonate Structure

pent-3-ynyl tri...

~%

1-Cyclopropylethanone Structure

1-Cyclopropylet...

2-methylcyclobutenyl 2,2,2-trifluoroethyl ether Structure

2-methylcyclobu...

2-methylcyclobutan-1-one Structure

2-methylcyclobu...

Detail

pent-3-ynyl trifluoromethanesulfonate Structure

pent-3-ynyl tri...

~%

1-Pentene-3-yne Structure

1-Pentene-3-yne

2-methylcyclobutenyl 2,2,2-trifluoroethyl ether Structure

2-methylcyclobu...

2-methylcyclobutan-1-one Structure

2-methylcyclobu...

Detail

2,2,2-Trifluoroethanol Structure

2,2,2-Trifluoro...

3-Pentyn-1-ol,1-(4-methylbenzenesulfonate) Structure

3-Pentyn-1-ol,1...

~%

1-Pentene-3-yne Structure

1-Pentene-3-yne

2-methylcyclobutenyl 2,2,2-trifluoroethyl ether Structure

2-methylcyclobu...

Detail

2,2,2-Trifluoroethanol Structure

2,2,2-Trifluoro...

pent-3-ynyl trifluoromethanesulfonate Structure

pent-3-ynyl tri...

~%

3-Pentyn-1-ol Structure

2-methylcyclobutenyl 2,2,2-trifluoroethyl ether Structure

2-methylcyclobu...

Detail

2,2,2-Trifluoroethanol Structure

2,2,2-Trifluoro...

pent-3-ynyl trifluoromethanesulfonate Structure

pent-3-ynyl tri...

~%

2-methylcyclobutenyl 2,2,2-trifluoroethyl ether Structure

2-methylcyclobu...

2-methylcyclobutan-1-one Structure

2-methylcyclobu...

Detail

4-(4-methoxyphenyl)but-3-yn-1-ol Structure

4-(4-methoxyphe...

~58%

1-but-3-en-1-ynyl-4-methoxybenzene Structure

1-but-3-en-1-yn...

4-Ethynylanisole Structure

4-Ethynylanisole

~%

1-but-3-en-1-ynyl-4-methoxybenzene Structure

1-but-3-en-1-yn...

N/A Structure

~70%

1-but-3-en-1-ynyl-4-methylbenzene Structure

1-but-3-en-1-yn...

4-(4-methylphenyl)but-3-ynyl trifluoromethanesulfonate Structure

4-(4-methylphen...

~%

1-but-3-en-1-ynyl-4-methylbenzene Structure

1-but-3-en-1-yn...

4-Ethynyltoluene Structure

4-Ethynyltoluene

~%

1-but-3-en-1-ynyl-4-methylbenzene Structure

1-but-3-en-1-yn...

pent-3-ynyl trifluoromethanesulfonate Structure

pent-3-ynyl tri...

~%

3-Pentyn-1-ol,1-(4-methylbenzenesulfonate) Structure

3-Pentyn-1-ol,1...

1,4-dichloro-1-cyclopropylbut-1-ene Structure

1,4-dichloro-1-...

~60%

but-3-en-1-ynylcyclopropane Structure

but-3-en-1-ynyl...

4-cyclopropylbut-3-ynyl trifluoromethanesulfonate Structure

4-cyclopropylbu...

~%

2-cyclopropylcyclobutan-1-one Structure

2-cyclopropylcy...

but-3-en-1-ynylcyclopropane Structure

but-3-en-1-ynyl...

4-cyclopropylbut-3-yn-1-ol Structure

4-cyclopropylbu...

Detail

4-cyclopropylbut-3-yn-1-ol,4-methylbenzenesulfonic acid Structure

4-cyclopropylbu...

~%

2-cyclopropylcyclobutan-1-one Structure

2-cyclopropylcy...

1,1'-[Bis(2,2,2-trifluoroethoxy)methylene]biscyclopropane Structure

1,1'-[Bis(2,2,2...

but-3-en-1-ynylcyclopropane Structure

but-3-en-1-ynyl...

Detail

2,2,2-Trifluoroethanol Structure

2,2,2-Trifluoro...

4-cyclopropylbut-3-ynyl trifluoromethanesulfonate Structure

4-cyclopropylbu...

~%

1,1'-[Bis(2,2,2-trifluoroethoxy)methylene]biscyclopropane Structure

1,1'-[Bis(2,2,2...

but-3-en-1-ynylcyclopropane Structure

but-3-en-1-ynyl...

Detail

2,2,2-Trifluoroethanol Structure

2,2,2-Trifluoro...

4-cyclopropylbut-3-yn-1-ol,4-methylbenzenesulfonic acid Structure

4-cyclopropylbu...

~%

but-3-en-1-ynylcyclopropane Structure

but-3-en-1-ynyl...

4-cyclopropylbut-3-yn-1-ol Structure

4-cyclopropylbu...

Detail

2,2,2-Trifluoroethanol Structure

2,2,2-Trifluoro...

4-cyclopropylbut-3-yn-1-ol,4-methylbenzenesulfonic acid Structure

4-cyclopropylbu...

~%

1-Cyclopropyl-2-(2,2,2-trifluorethoxy)-1-cyclobuten Structure

1-Cyclopropyl-2...

1,1'-[Bis(2,2,2-trifluoroethoxy)methylene]biscyclopropane Structure

1,1'-[Bis(2,2,2...

Detail

4-cyclopropylbut-3-ynyl trifluoromethanesulfonate Structure

4-cyclopropylbu...

~%

4-cyclopropylbut-3-yn-1-ol,4-methylbenzenesulfonic acid Structure

4-cyclopropylbu...

4-cyclopropylbut-3-yn-1-ol Structure

4-cyclopropylbu...

Tosyl chloride Structure

~58%

4-cyclopropylbut-3-yn-1-ol,4-methylbenzenesulfonic acid Structure

4-cyclopropylbu...

4-phenylbut-3-ynyl trifluoromethanesulfonate Structure

4-phenylbut-3-y...

~%

Cyclopropyl phenyl ketone Structure

Cyclopropyl phe...

2-phenylcyclobutan-1-one Structure

2-phenylcyclobu...

4-PHENYL-3-BUTYN-1-OL Structure

4-PHENYL-3-BUTY...

Detail

4-phenylbut-3-ynyl trifluoromethanesulfonate Structure

4-phenylbut-3-y...

~%

Cyclopropyl phenyl ketone Structure

Cyclopropyl phe...

Benzene, 3-buten-1-ynyl- (9CI) Structure

Benzene, 3-bute...

4-PHENYL-3-BUTYN-1-OL Structure

4-PHENYL-3-BUTY...

Detail

Ethanol Structure

4-phenylbut-3-ynyl trifluoromethanesulfonate Structure

4-phenylbut-3-y...

~%

Cyclopropyl phenyl ketone Structure

Cyclopropyl phe...

2-phenylcyclobutan-1-one Structure

2-phenylcyclobu...

Detail

4-methylbenzenesulfonic acid,4-phenylbut-3-yn-1-ol Structure

4-methylbenzene...

~%

Cyclopropyl phenyl ketone Structure

Cyclopropyl phe...

2-phenylcyclobutan-1-one Structure

2-phenylcyclobu...

Benzene, 3-buten-1-ynyl- (9CI) Structure

Benzene, 3-bute...

Detail

4-chloro-4-cyclopropylbut-3-en-1-ol Structure

4-chloro-4-cycl...

~90%

4-cyclopropylbut-3-yn-1-ol Structure

4-cyclopropylbu...

(2-cyclopropylcyclobuten-1-yl) trifluoromethanesulfonate Structure

(2-cyclopropylc...

~%

4-cyclopropylbut-3-yn-1-ol Structure

4-cyclopropylbu...

N/A Structure

Cyclopropyl ketone Structure

Cyclopropyl ketone

(2-cyclopropylcyclobuten-1-yl) trifluoromethanesulfonate Structure

(2-cyclopropylc...

~%

2-cyclopropylcyclobutan-1-one Structure

2-cyclopropylcy...

4-cyclopropylbut-3-yn-1-ol Structure

4-cyclopropylbu...

N/A Structure

Detail

4-cyclopropylbut-3-ynyl trifluoromethanesulfonate Structure

4-cyclopropylbu...

~%

2-cyclopropylcyclobutan-1-one Structure

2-cyclopropylcy...

but-3-en-1-ynylcyclopropane Structure

but-3-en-1-ynyl...

4-cyclopropylbut-3-yn-1-ol Structure

4-cyclopropylbu...

Detail

4-cyclopropylbut-3-ynyl trifluoromethanesulfonate Structure

4-cyclopropylbu...

~%

2-cyclopropylcyclobutan-1-one Structure

2-cyclopropylcy...

4-cyclopropylbut-3-yn-1-ol Structure

4-cyclopropylbu...

N/A Structure

Detail

4-cyclopropylbut-3-ynyl trifluoromethanesulfonate Structure

4-cyclopropylbu...

~%

1-Cyclopropyl-2-(2,2,2-trifluorethoxy)-1-cyclobuten Structure

1-Cyclopropyl-2...

1,1'-[Bis(2,2,2-trifluoroethoxy)methylene]biscyclopropane Structure

1,1'-[Bis(2,2,2...

4-cyclopropylbut-3-yn-1-ol Structure

4-cyclopropylbu...

Detail

2,2,2-Trifluoroethanol Structure

2,2,2-Trifluoro...

4-cyclopropylbut-3-yn-1-ol,4-methylbenzenesulfonic acid Structure

4-cyclopropylbu...

~%

but-3-en-1-ynylcyclopropane Structure

but-3-en-1-ynyl...

4-cyclopropylbut-3-yn-1-ol Structure

4-cyclopropylbu...

Detail

Potassium acetate Structure

Potassium acetate

1,4-dichloro-1-cyclopropylbut-1-ene Structure

1,4-dichloro-1-...

~69%

acetic acid,4-chloro-4-cyclopropylbut-3-en-1-ol Structure

acetic acid,4-c...

Cyclopropyl ketone Structure

Cyclopropyl ketone

~%

acetic acid,4-chloro-4-cyclopropylbut-3-en-1-ol Structure

acetic acid,4-c...

N/A Structure

~49%

1-Pentene-3-yne Structure

1-Pentene-3-yne

3-Pentyn-1-ol,1-(4-methylbenzenesulfonate) Structure

3-Pentyn-1-ol,1...

~%

1-Pentene-3-yne Structure

1-Pentene-3-yne

2-methylcyclobutenyl 2,2,2-trifluoroethyl ether Structure

2-methylcyclobu...

2-methylcyclobutan-1-one Structure

2-methylcyclobu...

Detail

pent-3-ynyl trifluoromethanesulfonate Structure

pent-3-ynyl tri...

~%

1-Pentene-3-yne Structure

1-Pentene-3-yne

2-methylcyclobutenyl 2,2,2-trifluoroethyl ether Structure

2-methylcyclobu...

2-methylcyclobutan-1-one Structure

2-methylcyclobu...

Detail

3-Pentyn-1-ol,1-(4-methylbenzenesulfonate) Structure

3-Pentyn-1-ol,1...

~%

1-Cyclopropylethanone Structure

1-Cyclopropylet...

1-Pentene-3-yne Structure

1-Pentene-3-yne

2-methylcyclobutenyl 2,2,2-trifluoroethyl ether Structure

2-methylcyclobu...

Detail

3-Pentyn-1-ol,1-(4-methylbenzenesulfonate) Structure

3-Pentyn-1-ol,1...

~%

1-Pentene-3-yne Structure

1-Pentene-3-yne

3-Pentyn-1-ol Structure

2-methylcyclobutenyl 2,2,2-trifluoroethyl ether Structure

2-methylcyclobu...

Detail

3-Pentyn-1-ol Structure

~%

1-Pentene-3-yne Structure

1-Pentene-3-yne

pent-3-ynyl trifluoromethanesulfonate Structure

pent-3-ynyl tri...

~%

1-Pentene-3-yne Structure

1-Pentene-3-yne

2,2,2-Trifluoroethanol Structure

2,2,2-Trifluoro...

3-Pentyn-1-ol,1-(4-methylbenzenesulfonate) Structure

3-Pentyn-1-ol,1...

~%

1-Pentene-3-yne Structure

1-Pentene-3-yne

2-methylcyclobutenyl 2,2,2-trifluoroethyl ether Structure

2-methylcyclobu...

Detail

4-PHENYL-3-BUTYN-1-OL Structure

4-PHENYL-3-BUTY...

~83%

Benzene, 3-buten-1-ynyl- (9CI) Structure

Benzene, 3-bute...

4-phenylbut-3-ynyl trifluoromethanesulfonate Structure

4-phenylbut-3-y...

~%

Benzene, 3-buten-1-ynyl- (9CI) Structure

Benzene, 3-bute...

4-phenylbut-3-ynyl trifluoromethanesulfonate Structure

4-phenylbut-3-y...

~%

Cyclopropyl phenyl ketone Structure

Cyclopropyl phe...

Benzene, 3-buten-1-ynyl- (9CI) Structure

Benzene, 3-bute...

4-PHENYL-3-BUTYN-1-OL Structure

4-PHENYL-3-BUTY...

Detail

Phenylacetylene Structure

Phenylacetylene

~%

Benzene, 3-buten-1-ynyl- (9CI) Structure

Benzene, 3-bute...

4-methylbenzenesulfonic acid,4-phenylbut-3-yn-1-ol Structure

4-methylbenzene...

~%

Cyclopropyl phenyl ketone Structure

Cyclopropyl phe...

2-phenylcyclobutan-1-one Structure

2-phenylcyclobu...

Benzene, 3-buten-1-ynyl- (9CI) Structure

Benzene, 3-bute...

Detail

N/A Structure

Tosyl chloride Structure

~59%

4-methylbenzenesulfonic acid,4-(4-methylphenyl)but-3-yn-1-ol Structure

4-methylbenzene...

4-(4-methylphenyl)but-3-ynyl trifluoromethanesulfonate Structure

4-(4-methylphen...

~%

4-methylbenzenesulfonic acid,4-(4-methylphenyl)but-3-yn-1-ol Structure

4-methylbenzene...

4-Ethynyltoluene Structure

4-Ethynyltoluene

~%

4-methylbenzenesulfonic acid,4-(4-methylphenyl)but-3-yn-1-ol Structure

4-methylbenzene...

4-Ethynylanisole Structure

4-Ethynylanisole

~%

4-(4-methoxyphenyl)but-3-yn-1-ol,4-methylbenzenesulfonic acid Structure

4-(4-methoxyphe...

acetic acid,4-chloro-4-cyclopropylbut-3-en-1-ol Structure

acetic acid,4-c...

~87%

4-chloro-4-cyclopropylbut-3-en-1-ol Structure

4-chloro-4-cycl...

1,4-dichloro-1-cyclopropylbut-1-ene Structure

1,4-dichloro-1-...

~%

4-chloro-4-cyclopropylbut-3-en-1-ol Structure

4-chloro-4-cycl...

Cyclopropyl ketone Structure

Cyclopropyl ketone

~%

4-chloro-4-cyclopropylbut-3-en-1-ol Structure

4-chloro-4-cycl...

Cyclopropyl(diphenyl)sulfonium tetrafluoroborate Structure

Cyclopropyl(dip...

Cyclopropanecarboxyldehyde Structure

Cyclopropanecar...

~%

2-cyclopropyl-1-oxaspiro[2.2]pentane Structure

2-cyclopropyl-1...

4-phenylbut-3-ynyl trifluoromethanesulfonate Structure

4-phenylbut-3-y...

~%

1-phenyl-4-(2,2,2-trifluoroethoxy)butan-1-one Structure

1-phenyl-4-(2,2...

Phenylacetylene Structure

Phenylacetylene

~%

1-phenyl-4-(2,2,2-trifluoroethoxy)butan-1-one Structure

1-phenyl-4-(2,2...

4-PHENYL-3-BUTYN-1-OL Structure

4-PHENYL-3-BUTY...

~%

1-phenyl-4-(2,2,2-trifluoroethoxy)butan-1-one Structure

1-phenyl-4-(2,2...

Bromobenzene Structure

~%

1-phenyl-4-(2,2,2-trifluoroethoxy)butan-1-one Structure

1-phenyl-4-(2,2...

4-methylbenzenesulfonic acid,4-phenylbut-3-yn-1-ol Structure

4-methylbenzene...

~%

1-phenyl-4-(2,2,2-trifluoroethoxy)butan-1-one Structure

1-phenyl-4-(2,2...

α-cyclopropylbenzylidenimine hydrochloride Structure

α-cyclopropylbe...

~%

1-phenyl-4-(2,2,2-trifluoroethoxy)butan-1-one Structure

1-phenyl-4-(2,2...

2,2,2-Trifluoroethanol Structure

2,2,2-Trifluoro...

Cyclopropyl phenyl ketone Structure

Cyclopropyl phe...

~%

1-phenyl-4-(2,2,2-trifluoroethoxy)butan-1-one Structure

1-phenyl-4-(2,2...

2,2,2-Trifluoroethanol Structure

2,2,2-Trifluoro...

4-PHENYL-3-BUTYN-1-OL Structure

4-PHENYL-3-BUTY...

~%

1-phenyl-4-(2,2,2-trifluoroethoxy)butan-1-one Structure

1-phenyl-4-(2,2...

4-(4-methylphenyl)but-3-ynyl trifluoromethanesulfonate Structure

4-(4-methylphen...

~%

1-(4-methylphenyl)-4-(2,2,2-trifluoroethoxy)butan-1-one Structure

1-(4-methylphen...

4-methylbenzenesulfonic acid,4-(4-methylphenyl)but-3-yn-1-ol Structure

4-methylbenzene...

~%

1-(4-methylphenyl)-4-(2,2,2-trifluoroethoxy)butan-1-one Structure

1-(4-methylphen...

4-Ethynyltoluene Structure

4-Ethynyltoluene

~%

1-(4-methylphenyl)-4-(2,2,2-trifluoroethoxy)butan-1-one Structure

1-(4-methylphen...

2,2,2-Trifluoroethanol Structure

2,2,2-Trifluoro...

N/A Structure

~%

1-(4-methylphenyl)-4-(2,2,2-trifluoroethoxy)butan-1-one Structure

1-(4-methylphen...

2,2,2-Trifluoroethanol Structure

2,2,2-Trifluoro...

Methanone,cyclopropyl(4-methylphenyl)- Structure

Methanone,cyclo...

~%

1-(4-methylphenyl)-4-(2,2,2-trifluoroethoxy)butan-1-one Structure

1-(4-methylphen...

1-(cyclopropylmethyl)-4-methoxybenzene Structure

1-(cyclopropylm...

~%

2-(4-methoxyphenyl)cyclobutan-1-one Structure

2-(4-methoxyphe...

4-phenylbut-3-ynyl trifluoromethanesulfonate Structure

4-phenylbut-3-y...

~%

4-methylbenzenesulfonic acid,4-phenylbut-3-yn-1-ol Structure

4-methylbenzene...

Phenylacetylene Structure

Phenylacetylene

~%

4-methylbenzenesulfonic acid,4-phenylbut-3-yn-1-ol Structure

4-methylbenzene...

(3-Bromopropyl)(triphenyl)phosphonium bromide Structure

(3-Bromopropyl)...

4-Methoxybenzaldehyde Structure

4-Methoxybenzal...

~%

1-(cyclopropylmethyl)-4-methoxybenzene Structure

1-(cyclopropylm...

(2-cyclopropylcyclobuten-1-yl) trifluoromethanesulfonate Structure

(2-cyclopropylc...

~%

2-cyclopropylcyclobutan-1-one Structure

2-cyclopropylcy...

4-cyclopropylbut-3-yn-1-ol Structure

4-cyclopropylbu...

N/A Structure

Detail

4-cyclopropylbut-3-ynyl trifluoromethanesulfonate Structure

4-cyclopropylbu...

~%

2-cyclopropylcyclobutan-1-one Structure

2-cyclopropylcy...

but-3-en-1-ynylcyclopropane Structure

but-3-en-1-ynyl...

4-cyclopropylbut-3-yn-1-ol Structure

4-cyclopropylbu...

Detail

4-cyclopropylbut-3-ynyl trifluoromethanesulfonate Structure

4-cyclopropylbu...

~%

2-cyclopropylcyclobutan-1-one Structure

2-cyclopropylcy...

4-cyclopropylbut-3-yn-1-ol Structure

4-cyclopropylbu...

N/A Structure

Detail

4-cyclopropylbut-3-yn-1-ol,4-methylbenzenesulfonic acid Structure

4-cyclopropylbu...

~%

2-cyclopropylcyclobutan-1-one Structure

2-cyclopropylcy...

1,1'-[Bis(2,2,2-trifluoroethoxy)methylene]biscyclopropane Structure

1,1'-[Bis(2,2,2...

but-3-en-1-ynylcyclopropane Structure

but-3-en-1-ynyl...

Detail

2-cyclopropyl-1-oxaspiro[2.2]pentane Structure

2-cyclopropyl-1...

~%

2-cyclopropylcyclobutan-1-one Structure

2-cyclopropylcy...

Iron salt, a cheap, highly efficient and environment-friendl...

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The first example of asymmetric dihydroxylation of cycloprop...

[Nemoto, Hideo; Miyata, Junji; Hakamata, Hideki; Fukumoto, Keiichiro Tetrahedron Letters, 1995 , vol. 36, # 7 p. 1055 - 1058]

Ring-Enlargement of Dimethylaminopropenoyl Cyclopropanes: An...

[Nakajima, Tadashi; Segi, Masahito; Mituoka, Takeshi; Fukute, Yasuyuki; Honda, Mitsunori; Naitou, Kaneyuki Tetrahedron Letters, 1995 , vol. 36, # 10 p. 1667 - 1670]

First synthesis of (1S, 2S)-and (1R, 2R)-1-amino-2-isopropyl...

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Preparation of Organomercury Compounds

[Shabarov,Yu.S. et al. Doklady Chemistry, 1971 , vol. 198, # 4 p. 477 - 479 Dokl. Akad. Nauk SSSR Ser. Khim., 1971 , vol. 198, # 4 p. 859 - 861]