Stereospecific reactions of aryl-substituted acetylenes in strong proton acids. Formation of homocyclopropenyl cations

A.E. Hout-Lodder, van der; H.M. Buck; L.J. Oosterhoff

doi:10.1002/recl.19700891113

Stereospecific reactions of aryl-substituted acetylenes in strong proton acids. Formation of homocyclopropenyl cations

A.E. Hout-Lodder, van der, H.M. Buck, L.J. Oosterhoff

Chemical Engineering and Chemistry

Research output: Contribution to journal › Article › Academic › peer-review

22 Citations (Scopus)

Abstract

Tetra-arylcyclobutenyl cations are formed in quantitative yield in the reaction of diarylacetylenes with strong proton acids. NMR and UV measurements give evidence of a stereospecific cycloaddition reaction of the diarylacetylenes. SCF calculations according to Pariser, Parr and Pople show, that homo-conjugation must exist in the tetra-arylcyclobutenyl cations.

Original language	English
Pages (from-to)	1229-1236
Journal	Recueil des Travaux Chimiques des Pays-Bas
Volume	89
Issue number	11
DOIs	https://doi.org/10.1002/recl.19700891113
Publication status	Published - 1970

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title = "Stereospecific reactions of aryl-substituted acetylenes in strong proton acids. Formation of homocyclopropenyl cations",

abstract = "Tetra-arylcyclobutenyl cations are formed in quantitative yield in the reaction of diarylacetylenes with strong proton acids. NMR and UV measurements give evidence of a stereospecific cycloaddition reaction of the diarylacetylenes. SCF calculations according to Pariser, Parr and Pople show, that homo-conjugation must exist in the tetra-arylcyclobutenyl cations.",

author = "{Hout-Lodder, van der}, A.E. and H.M. Buck and L.J. Oosterhoff",

year = "1970",

doi = "10.1002/recl.19700891113",

language = "English",

volume = "89",

pages = "1229--1236",

journal = "Recueil des Travaux Chimiques des Pays-Bas",

issn = "0165-0513",

publisher = "Royal Netherlands Chemical Society",

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T1 - Stereospecific reactions of aryl-substituted acetylenes in strong proton acids. Formation of homocyclopropenyl cations

AU - Hout-Lodder, van der, A.E.

AU - Buck, H.M.

AU - Oosterhoff, L.J.

PY - 1970

Y1 - 1970

N2 - Tetra-arylcyclobutenyl cations are formed in quantitative yield in the reaction of diarylacetylenes with strong proton acids. NMR and UV measurements give evidence of a stereospecific cycloaddition reaction of the diarylacetylenes. SCF calculations according to Pariser, Parr and Pople show, that homo-conjugation must exist in the tetra-arylcyclobutenyl cations.

AB - Tetra-arylcyclobutenyl cations are formed in quantitative yield in the reaction of diarylacetylenes with strong proton acids. NMR and UV measurements give evidence of a stereospecific cycloaddition reaction of the diarylacetylenes. SCF calculations according to Pariser, Parr and Pople show, that homo-conjugation must exist in the tetra-arylcyclobutenyl cations.

U2 - 10.1002/recl.19700891113

DO - 10.1002/recl.19700891113

M3 - Article

SN - 0165-0513

VL - 89

SP - 1229

EP - 1236

JO - Recueil des Travaux Chimiques des Pays-Bas

JF - Recueil des Travaux Chimiques des Pays-Bas

IS - 11

ER -

Stereospecific reactions of aryl-substituted acetylenes in strong proton acids. Formation of homocyclopropenyl cations

Abstract

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