Highly luminescent, electron-deficient bora-cyclophanes

Pangkuan Chen; Frieder Jäkle

doi:10.1021/ja209602z

Highly luminescent, electron-deficient bora-cyclophanes

Pangkuan Chen
, Frieder Jäkle^*

^*Corresponding author for this work

Rutgers - The State University of New Jersey, Newark

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

141 Citations (Scopus)

Abstract

A highly luminescent conjugated organoboron macrocycle containing six Lewis acidic boron centers was synthesized. Comparison of the optical and electronic properties with those of a hexameric linear oligomer revealed important differences due to delocalization within the highly symmetric cyclic conjugated structure. Exposure of this unique electron-deficient bora-cyclophane to fluoride or cyanide results in amplified fluorescence quenching and can be exploited to switch between an electron-deficient macrocycle and a highly charged, electron-rich borate cycle.

Original language	English
Pages (from-to)	20142-20145
Number of pages	4
Journal	Journal of the American Chemical Society
Volume	133
Issue number	50
DOIs	https://doi.org/10.1021/ja209602z
Publication status	Published - 21 Dec 2011
Externally published	Yes

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title = "Highly luminescent, electron-deficient bora-cyclophanes",

abstract = "A highly luminescent conjugated organoboron macrocycle containing six Lewis acidic boron centers was synthesized. Comparison of the optical and electronic properties with those of a hexameric linear oligomer revealed important differences due to delocalization within the highly symmetric cyclic conjugated structure. Exposure of this unique electron-deficient bora-cyclophane to fluoride or cyanide results in amplified fluorescence quenching and can be exploited to switch between an electron-deficient macrocycle and a highly charged, electron-rich borate cycle.",

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year = "2011",

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doi = "10.1021/ja209602z",

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AU - Chen, Pangkuan

AU - Jäkle, Frieder

PY - 2011/12/21

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N2 - A highly luminescent conjugated organoboron macrocycle containing six Lewis acidic boron centers was synthesized. Comparison of the optical and electronic properties with those of a hexameric linear oligomer revealed important differences due to delocalization within the highly symmetric cyclic conjugated structure. Exposure of this unique electron-deficient bora-cyclophane to fluoride or cyanide results in amplified fluorescence quenching and can be exploited to switch between an electron-deficient macrocycle and a highly charged, electron-rich borate cycle.

AB - A highly luminescent conjugated organoboron macrocycle containing six Lewis acidic boron centers was synthesized. Comparison of the optical and electronic properties with those of a hexameric linear oligomer revealed important differences due to delocalization within the highly symmetric cyclic conjugated structure. Exposure of this unique electron-deficient bora-cyclophane to fluoride or cyanide results in amplified fluorescence quenching and can be exploited to switch between an electron-deficient macrocycle and a highly charged, electron-rich borate cycle.

UR - https://www.scopus.com/pages/publications/83755180763

U2 - 10.1021/ja209602z

DO - 10.1021/ja209602z

M3 - Article

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IS - 50

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Highly luminescent, electron-deficient bora-cyclophanes

Abstract

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