J 2010

T-Shaped Molecular Building Blocks by Combined Bridgehead and Bridge Substitution on Bicyclo[1.1.1]pentanes

KALETA, Jiří; Josef MICHL and Ctibor MAZAL

Basic information

Original name

T-Shaped Molecular Building Blocks by Combined Bridgehead and Bridge Substitution on Bicyclo[1.1.1]pentanes

Name in Czech

Molekulární stavební bloky kombinací bridgehead a bridge substituce na bicyklo[1.1.1]pentanech

Authors

KALETA, Jiří; Josef MICHL and Ctibor MAZAL

Edition

Journal of Organic Chemistry, 2010, 0022-3263

Other information

Language

English

Type of outcome

Article in a journal

Field of Study

10401 Organic chemistry

Country of publisher

United States of America

Confidentiality degree

is not subject to a state or trade secret

References:

Impact factor

Impact factor: 4.002

RIV identification code

RIV/00216224:14310/10:00051340

Organization unit

Faculty of Science

UT WoS

000275884400024

Keywords (in Czech)

organic synthesis;bicyclopentanes;strained compounds;molecular building blocks

Keywords in English

organic synthesis;bicyclopentanes;strained compounds;molecular building blocks

Tags

Tags

International impact, Reviewed
Changed: 23/3/2012 12:09, Mgr. Anísa Kabarová

Abstract

In the original language

Derivatives of bicyclo[1.1.1]pentane differentially substituted in bridgehead (1,3) and bridge (2,4) positions have been synthesized. They represent a new T-shaped structural module consisting of a rigid rod with a nearly freely rotating side arm, possibly useful as a molecular building block in syntheses of more complex covalent or supramolecular scaffolds useful in bottom-up construction of molecular level devices or materials. For good chemical connectivity in the axial direction, carboxylates, ethynyls, and acetylsulfanyl groups were installed at the bridgeheads. Quinoxalines were attached in the transverse direction through a highly reactive alpha-diketone system located at the bridges.

In Czech

Derivatives of bicyclo[1.1.1]pentane differentially substituted in bridgehead (1,3) and bridge (2,4) positions have been synthesized. They represent a new T-shaped structural module consisting of a rigid rod with a nearly freely rotating side arm, possibly useful as a molecular building block in syntheses of more complex covalent or supramolecular scaffolds useful in bottom-up construction of molecular level devices or materials. For good chemical connectivity in the axial direction, carboxylates, ethynyls, and acetylsulfanyl groups were installed at the bridgeheads. Quinoxalines were attached in the transverse direction through a highly reactive alpha-diketone system located at the bridges.

Links

ME09114, research and development project
Name: Spolupráce v oblasti energie a nanověd: USA a Evropa (Collaboration in Energy and Nanoscience)
Investor: Ministry of Education, Youth and Sports of the CR, Collaboration in Energy and Nanoscience, Research and Development Programme KONTAKT (ME)