Transformation of π-conjugated macrocycles: from furanophanes to napthalenophanes

Shinaj K. Rajagopal; Or Dishi; Benny Bogoslavsky; Ori Gidron

doi:10.1039/d2cc05434e

Transformation of π-conjugated macrocycles: from furanophanes to napthalenophanes

Shinaj K. Rajagopal, Or Dishi, Benny Bogoslavsky, Ori Gidron

Institute of Chemistry

The Hebrew University of Jerusalem

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

Abstract

Applying sequential Diels-Alder cycloaddition and deoxygenation to small π-conjugated furan macrocycles fully converts them to 1,4-naphthalophanes with either ethylene or acetylene spacers, depending on the reaction conditions. 1,4-Napthalenophane tetraene exhibits a 1,3-alternating conformation in the solid state, inclusion of solvent molecules within the macrocycle, and low reduction potentials.

Original language	English
Pages (from-to)	13652-13655
Number of pages	4
Journal	Chemical Communications
Volume	58
Issue number	98
DOIs	https://doi.org/10.1039/d2cc05434e
State	Published - 16 Nov 2022

All Science Journal Classification (ASJC) codes

Catalysis
Electronic, Optical and Magnetic Materials
Ceramics and Composites
General Chemistry
Surfaces, Coatings and Films
Metals and Alloys
Materials Chemistry

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10.1039/d2cc05434e

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title = "Transformation of π-conjugated macrocycles: from furanophanes to napthalenophanes",

abstract = "Applying sequential Diels-Alder cycloaddition and deoxygenation to small π-conjugated furan macrocycles fully converts them to 1,4-naphthalophanes with either ethylene or acetylene spacers, depending on the reaction conditions. 1,4-Napthalenophane tetraene exhibits a 1,3-alternating conformation in the solid state, inclusion of solvent molecules within the macrocycle, and low reduction potentials.",

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AU - Rajagopal, Shinaj K.

AU - Dishi, Or

AU - Bogoslavsky, Benny

AU - Gidron, Ori

PY - 2022/11/16

Y1 - 2022/11/16

N2 - Applying sequential Diels-Alder cycloaddition and deoxygenation to small π-conjugated furan macrocycles fully converts them to 1,4-naphthalophanes with either ethylene or acetylene spacers, depending on the reaction conditions. 1,4-Napthalenophane tetraene exhibits a 1,3-alternating conformation in the solid state, inclusion of solvent molecules within the macrocycle, and low reduction potentials.

AB - Applying sequential Diels-Alder cycloaddition and deoxygenation to small π-conjugated furan macrocycles fully converts them to 1,4-naphthalophanes with either ethylene or acetylene spacers, depending on the reaction conditions. 1,4-Napthalenophane tetraene exhibits a 1,3-alternating conformation in the solid state, inclusion of solvent molecules within the macrocycle, and low reduction potentials.

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U2 - 10.1039/d2cc05434e

DO - 10.1039/d2cc05434e

M3 - مقالة

C2 - 36412186

SN - 1359-7345

VL - 58

SP - 13652

EP - 13655

JO - Chemical Communications

JF - Chemical Communications

IS - 98

ER -

Transformation of π-conjugated macrocycles: from furanophanes to napthalenophanes

Abstract

All Science Journal Classification (ASJC) codes

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