Bambusuril analogs based on alternating glycoluril and xylylene
units

J 2019

Bambusuril analogs based on alternating glycoluril and xylylene units

LÍZAL, Tomáš and Vladimír ŠINDELÁŘ

Basic information

Original name

Bambusuril analogs based on alternating glycoluril and xylylene units

Authors

LÍZAL, Tomáš (203 Czech Republic, belonging to the institution) and Vladimír ŠINDELÁŘ (203 Czech Republic, guarantor, belonging to the institution)

Edition

Beilstein journal of organic chemistry, Frankfurt am Main, Beilstein-Institut zur Förderung der Chemischen Wissenschaften, 2019, 1860-5397

Other information

Language

English

Type of outcome

Článek v odborném periodiku

Field of Study

10401 Organic chemistry

Country of publisher

Germany

Confidentiality degree

není předmětem státního či obchodního tajemství

References:

Full Text

Impact factor

Impact factor: 2.622

RIV identification code

RIV/00216224:14310/19:00107546

Organization unit

Faculty of Science

DOI

http://dx.doi.org/10.3762/bjoc.15.124

UT WoS

000471672700001

Keywords in English

bambusurils; conformers; glycolurils; macrocycles; supramolecular chemistry

Abstract

V originále

The glycoluril monomer is a popular building block in supramolecular chemistry as it is used for the synthesis of versatile host molecules which can interact with cationic, anionic or neutral guest molecules. Here we present the design and synthesis of a new hybrid macrocycle containing glycoluril and aromatic units. The reaction afforded a mixture of macrocyclic homologues from which a two-membered macrocycle was isolated as the main product. Two disastereomers of the macrocycle were separated and characterized by means of NMR spectroscopy and X-ray crystallography. Conformational changes of these diastereomers were investigated using DFT models and variable-temperature NMR.

Links

EF16_013/0001761, research and development project

Name: RECETOX RI

GA18-21801S, research and development project

Name: Chirální bambusurily

Investor: Czech Science Foundation

LM2015043, research and development project

Name: Česká infrastruktura pro integrativní strukturní biologii (Acronym: CIISB)

Investor: Ministry of Education, Youth and Sports of the CR

LM2015051, research and development project

Name: Centrum pro výzkum toxických látek v prostředí (Acronym: RECETOX RI)

Investor: Ministry of Education, Youth and Sports of the CR

Citovat

LÍZAL, Tomáš and Vladimír ŠINDELÁŘ. Bambusuril analogs based on alternating glycoluril and xylylene units. Beilstein journal of organic chemistry. Frankfurt am Main: Beilstein-Institut zur Förderung der Chemischen Wissenschaften, 2019, vol. 15, June, p. 1268-1274. ISSN 1860-5397. Available from: https://dx.doi.org/10.3762/bjoc.15.124.

@article{1548757,
   author = {Lízal, Tomáš and Šindelář, Vladimír},
   article_location = {Frankfurt am Main},
   article_number = {June},
   doi = {http://dx.doi.org/10.3762/bjoc.15.124},
   keywords = {bambusurils; conformers; glycolurils; macrocycles; supramolecular chemistry},
   language = {eng},
   issn = {1860-5397},
   journal = {Beilstein journal of organic chemistry},
   title = {Bambusuril analogs based on alternating glycoluril and xylylene units},
   url = {https://www.beilstein-journals.org/bjoc/articles/15/124},
   volume = {15},
   year = {2019}
}

TY  - JOUR
ID  - 1548757
AU  - Lízal, Tomáš - Šindelář, Vladimír
PY  - 2019
TI  - Bambusuril analogs based on alternating glycoluril and xylylene units
JF  - Beilstein journal of organic chemistry
VL  - 15
IS  - June
SP  - 1268-1274
EP  - 1268-1274
PB  - Beilstein-Institut zur Förderung der Chemischen Wissenschaften
SN  - 18605397
KW  - bambusurils
KW  - conformers
KW  - glycolurils
KW  - macrocycles
KW  - supramolecular chemistry
UR  - https://www.beilstein-journals.org/bjoc/articles/15/124
L2  - https://www.beilstein-journals.org/bjoc/articles/15/124
N2  - The glycoluril monomer is a popular building block in supramolecular chemistry as it is used for the synthesis of versatile host molecules which can interact with cationic, anionic or neutral guest molecules. Here we present the design and synthesis of a new hybrid macrocycle containing glycoluril and aromatic units. The reaction afforded a mixture of macrocyclic homologues from which a two-membered macrocycle was isolated as the main product. Two disastereomers of the macrocycle were separated and characterized by means of NMR spectroscopy and X-ray crystallography. Conformational changes of these diastereomers were investigated using DFT models and variable-temperature NMR.
ER  -

LÍZAL, Tomáš and Vladimír ŠINDELÁŘ. Bambusuril analogs based on alternating glycoluril and xylylene units. \textit{Beilstein journal of organic chemistry}. Frankfurt am Main: Beilstein-Institut zur Förderung der Chemischen Wissenschaften, 2019, vol.~15, June, p.~1268-1274. ISSN~1860-5397. Available from: https://dx.doi.org/10.3762/bjoc.15.124.

Detailed Information on Publication Record