Sterically shielded tetrazoles for a fluorogenic photoclick reaction: Tuning cycloaddition rate and product fluorescence

Peng An; Qing Lin

doi:10.1039/c8ob01404c

Sterically shielded tetrazoles for a fluorogenic photoclick reaction: Tuning cycloaddition rate and product fluorescence

Peng An
, Qing Lin

Chemistry

SUNY Buffalo

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

23 Scopus citations

Abstract

A panel of sterically shielded tetrazoles with different N-aryl groups were synthesized and subsequently evaluated in the photoinduced tetrazole-alkene cycloaddition reaction. It was found that increase in the HOMO energy of the corresponding nitrile imines leads to a faster cycloaddition reaction along with a red shift in the fluorescence emission of the pyrazoline cycloadduct.

Original language	English
Pages (from-to)	5241-5244
Number of pages	4
Journal	Organic and Biomolecular Chemistry
Volume	16
Issue number	29
DOIs	https://doi.org/10.1039/c8ob01404c
State	Published - 2018

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10.1039/c8ob01404c

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title = "Sterically shielded tetrazoles for a fluorogenic photoclick reaction: Tuning cycloaddition rate and product fluorescence",

abstract = "A panel of sterically shielded tetrazoles with different N-aryl groups were synthesized and subsequently evaluated in the photoinduced tetrazole-alkene cycloaddition reaction. It was found that increase in the HOMO energy of the corresponding nitrile imines leads to a faster cycloaddition reaction along with a red shift in the fluorescence emission of the pyrazoline cycloadduct.",

author = "Peng An and Qing Lin",

note = "Publisher Copyright: {\textcopyright} The Royal Society of Chemistry 2018.",

year = "2018",

doi = "10.1039/c8ob01404c",

language = "English",

volume = "16",

pages = "5241--5244",

journal = "Organic and Biomolecular Chemistry",

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T1 - Sterically shielded tetrazoles for a fluorogenic photoclick reaction

T2 - Tuning cycloaddition rate and product fluorescence

AU - An, Peng

AU - Lin, Qing

N1 - Publisher Copyright: © The Royal Society of Chemistry 2018.

PY - 2018

Y1 - 2018

N2 - A panel of sterically shielded tetrazoles with different N-aryl groups were synthesized and subsequently evaluated in the photoinduced tetrazole-alkene cycloaddition reaction. It was found that increase in the HOMO energy of the corresponding nitrile imines leads to a faster cycloaddition reaction along with a red shift in the fluorescence emission of the pyrazoline cycloadduct.

AB - A panel of sterically shielded tetrazoles with different N-aryl groups were synthesized and subsequently evaluated in the photoinduced tetrazole-alkene cycloaddition reaction. It was found that increase in the HOMO energy of the corresponding nitrile imines leads to a faster cycloaddition reaction along with a red shift in the fluorescence emission of the pyrazoline cycloadduct.

UR - https://www.scopus.com/pages/publications/85050682055

U2 - 10.1039/c8ob01404c

DO - 10.1039/c8ob01404c

M3 - Article

C2 - 29995029

AN - SCOPUS:85050682055

SN - 1477-0520

VL - 16

SP - 5241

EP - 5244

JO - Organic and Biomolecular Chemistry

JF - Organic and Biomolecular Chemistry

IS - 29

ER -

Sterically shielded tetrazoles for a fluorogenic photoclick reaction: Tuning cycloaddition rate and product fluorescence

Abstract

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