Formation and trapping of the thermodynamically unfavoured inverted-hemicucurbit[6]uril

Elena Prigorchenko; Sandra Kaabel; Triin Narva; Anastassia Baškir; Maria Fomitšenko; Jasper Adamson; Ivar Järving; Kari Rissanen; Toomas Tamm; Riina Aav

doi:10.1039/c9cc04990h

Formation and trapping of the thermodynamically unfavoured inverted-hemicucurbit[6]uril

Elena Prigorchenko, Sandra Kaabel, Triin Narva, Anastassia Baškir, Maria Fomitšenko, Jasper Adamson, Ivar Järving, Kari Rissanen, Toomas Tamm, Riina Aav^*

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Tutkimustuotos: Lehtiartikkeli › Article › Scientific › vertaisarvioitu

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Formation of inverted-cis-cyclohexanohemicucurbit[6]uril (i-cis-cycHC[6]), with up to 33% isolated yield, can be induced at the expense of thermodynamically favoured cis-cycHC[6]. Reaction selectivity is governed by the solution-based template-aided dynamic combinatorial chemistry and continuous precipitation of the formed macrocycles. Different binding affinities of three diastereomeric cycHC[6]s with trifluoroacetic acid is demonstrated.

Alkuperäiskieli	Englanti
Sivut	9307-9310
Sivumäärä	4
Julkaisu	Chemical Communications
Vuosikerta	55
Numero	63
DOI - pysyväislinkit	https://doi.org/10.1039/c9cc04990h
Tila	Julkaistu - 2019
OKM-julkaisutyyppi	A1 Julkaistu artikkeli, soviteltu

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10.1039/c9cc04990h

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@article{aa54468172984c71b59e9897f418bbe1,

title = "Formation and trapping of the thermodynamically unfavoured inverted-hemicucurbit[6]uril",

abstract = "Formation of inverted-cis-cyclohexanohemicucurbit[6]uril (i-cis-cycHC[6]), with up to 33% isolated yield, can be induced at the expense of thermodynamically favoured cis-cycHC[6]. Reaction selectivity is governed by the solution-based template-aided dynamic combinatorial chemistry and continuous precipitation of the formed macrocycles. Different binding affinities of three diastereomeric cycHC[6]s with trifluoroacetic acid is demonstrated.",

author = "Elena Prigorchenko and Sandra Kaabel and Triin Narva and Anastassia Ba{\v s}kir and Maria Fomit{\v s}enko and Jasper Adamson and Ivar J{\"a}rving and Kari Rissanen and Toomas Tamm and Riina Aav",

note = "Publisher Copyright: {\textcopyright} 2019 The Royal Society of Chemistry.",

year = "2019",

doi = "10.1039/c9cc04990h",

language = "English",

volume = "55",

pages = "9307--9310",

journal = "Chemical Communications",

issn = "1359-7345",

publisher = "Royal Society of Chemistry",

number = "63",

}

TY - JOUR

T1 - Formation and trapping of the thermodynamically unfavoured inverted-hemicucurbit[6]uril

AU - Prigorchenko, Elena

AU - Kaabel, Sandra

AU - Narva, Triin

AU - Baškir, Anastassia

AU - Fomitšenko, Maria

AU - Adamson, Jasper

AU - Järving, Ivar

AU - Rissanen, Kari

AU - Tamm, Toomas

AU - Aav, Riina

PY - 2019

Y1 - 2019

N2 - Formation of inverted-cis-cyclohexanohemicucurbit[6]uril (i-cis-cycHC[6]), with up to 33% isolated yield, can be induced at the expense of thermodynamically favoured cis-cycHC[6]. Reaction selectivity is governed by the solution-based template-aided dynamic combinatorial chemistry and continuous precipitation of the formed macrocycles. Different binding affinities of three diastereomeric cycHC[6]s with trifluoroacetic acid is demonstrated.

AB - Formation of inverted-cis-cyclohexanohemicucurbit[6]uril (i-cis-cycHC[6]), with up to 33% isolated yield, can be induced at the expense of thermodynamically favoured cis-cycHC[6]. Reaction selectivity is governed by the solution-based template-aided dynamic combinatorial chemistry and continuous precipitation of the formed macrocycles. Different binding affinities of three diastereomeric cycHC[6]s with trifluoroacetic acid is demonstrated.

UR - http://www.scopus.com/inward/record.url?scp=85070849641&partnerID=8YFLogxK

U2 - 10.1039/c9cc04990h

DO - 10.1039/c9cc04990h

M3 - Article

C2 - 31309948

AN - SCOPUS:85070849641

VL - 55

SP - 9307

EP - 9310

JO - Chemical Communications

JF - Chemical Communications

SN - 1359-7345

IS - 63

ER -

Formation and trapping of the thermodynamically unfavoured inverted-hemicucurbit[6]uril

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