Supramolecular photochemistry of encapsulated caged: Ortho -nitrobenzyl triggers

Nareshbabu Kamatham; A. Mohan Raj; Richard S. Givens; José P. Da Silva; V. Ramamurthy

doi:10.1039/c9pp00260j

Supramolecular photochemistry of encapsulated caged: Ortho -nitrobenzyl triggers

Nareshbabu Kamatham, A. Mohan Raj, Richard S. Givens, José P. Da Silva, V. Ramamurthy

Chemistry

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

Abstract

ortho-Nitrobenzyl (oNB) triggers have been extensively used to release various molecules of interest. However, the toxicity and reactivity of the spent chromophore, o-nitrosobenzaldehyde, remains an unaddressed difficulty. In this study we have applied the well-established supramolecular photochemical concepts to retain the spent trigger o-nitrosobenzaldehyde within the organic capsule after release of water-soluble acids and alcohols. The sequestering power of organic capsules for spent chromophores during photorelease from ortho-nitrobenzyl esters, ethers and alcohols is demonstrated with several examples.

Original language	English (US)
Pages (from-to)	2411-2420
Number of pages	10
Journal	Photochemical and Photobiological Sciences
Volume	18
Issue number	10
DOIs	https://doi.org/10.1039/c9pp00260j
State	Published - 2019

ASJC Scopus subject areas

Physical and Theoretical Chemistry

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10.1039/c9pp00260j

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@article{b198f71ee06342f3b19dfefa56cb8f0c,

title = "Supramolecular photochemistry of encapsulated caged: Ortho -nitrobenzyl triggers",

abstract = "ortho-Nitrobenzyl (oNB) triggers have been extensively used to release various molecules of interest. However, the toxicity and reactivity of the spent chromophore, o-nitrosobenzaldehyde, remains an unaddressed difficulty. In this study we have applied the well-established supramolecular photochemical concepts to retain the spent trigger o-nitrosobenzaldehyde within the organic capsule after release of water-soluble acids and alcohols. The sequestering power of organic capsules for spent chromophores during photorelease from ortho-nitrobenzyl esters, ethers and alcohols is demonstrated with several examples.",

author = "Nareshbabu Kamatham and Raj, {A. Mohan} and Givens, {Richard S.} and {Da Silva}, {Jos{\'e} P.} and V. Ramamurthy",

note = "Funding Information: The National Science Foundation (CHE-1807729) and Kansas University Endowment Association respectively are thanked by VR and RSG for financial support. JPDS thanks Portuguese national funds from FCT – Foundation for Science and Technology through project UID/Multi/04326/2019, and from the operational programs CRESC Algarve 2020 and COMPETE 2020 through project EMBRC.PT ALG-01-0145-FEDER-022121.",

year = "2019",

doi = "10.1039/c9pp00260j",

language = "English (US)",

volume = "18",

pages = "2411--2420",

journal = "Photochemical and Photobiological Sciences",

issn = "1474-905X",

publisher = "Royal Society of Chemistry",

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T2 - Ortho -nitrobenzyl triggers

AU - Kamatham, Nareshbabu

AU - Raj, A. Mohan

AU - Givens, Richard S.

AU - Da Silva, José P.

AU - Ramamurthy, V.

N1 - Funding Information: The National Science Foundation (CHE-1807729) and Kansas University Endowment Association respectively are thanked by VR and RSG for financial support. JPDS thanks Portuguese national funds from FCT – Foundation for Science and Technology through project UID/Multi/04326/2019, and from the operational programs CRESC Algarve 2020 and COMPETE 2020 through project EMBRC.PT ALG-01-0145-FEDER-022121.

PY - 2019

Y1 - 2019

N2 - ortho-Nitrobenzyl (oNB) triggers have been extensively used to release various molecules of interest. However, the toxicity and reactivity of the spent chromophore, o-nitrosobenzaldehyde, remains an unaddressed difficulty. In this study we have applied the well-established supramolecular photochemical concepts to retain the spent trigger o-nitrosobenzaldehyde within the organic capsule after release of water-soluble acids and alcohols. The sequestering power of organic capsules for spent chromophores during photorelease from ortho-nitrobenzyl esters, ethers and alcohols is demonstrated with several examples.

AB - ortho-Nitrobenzyl (oNB) triggers have been extensively used to release various molecules of interest. However, the toxicity and reactivity of the spent chromophore, o-nitrosobenzaldehyde, remains an unaddressed difficulty. In this study we have applied the well-established supramolecular photochemical concepts to retain the spent trigger o-nitrosobenzaldehyde within the organic capsule after release of water-soluble acids and alcohols. The sequestering power of organic capsules for spent chromophores during photorelease from ortho-nitrobenzyl esters, ethers and alcohols is demonstrated with several examples.

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