A latent reaction in a model GFP chromophore revealed upon confinement: Photohydroxylation of ortho -halo benzylidene-3-methylimidazolidiones via an electrocylization process

Shampa R. Samanta; José P. Da Silva; Anthony Baldridge; Laren M. Tolbert; V. Ramamurthy

doi:10.1021/ol5013058

A latent reaction in a model GFP chromophore revealed upon confinement: Photohydroxylation of ortho -halo benzylidene-3-methylimidazolidiones via an electrocylization process

Shampa R. Samanta, José P. Da Silva, Anthony Baldridge, Laren M. Tolbert, V. Ramamurthy

Chemistry

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

3 Scopus citations

Abstract

Excited state behavior of halogen substituted model GFP chromophores was investigated in an acetonitrile solution and in a confined environment provided by an octa acid capsule in water. Of the ortho, meta, and para halogen substituted GFP chromophores only the ortho compounds gave a new product resulting from an unprecedented photosubstitution of halogens by the hydroxyl group. This unusual reaction highlights the importance of confined spaces in bringing about some unattainable photoreactions.

Original language	English (US)
Pages (from-to)	3304-3307
Number of pages	4
Journal	Organic letters
Volume	16
Issue number	12
DOIs	https://doi.org/10.1021/ol5013058
State	Published - Jun 20 2014

ASJC Scopus subject areas

Biochemistry
Physical and Theoretical Chemistry
Organic Chemistry

Access to Document

10.1021/ol5013058

Fingerprint Dive into the research topics of 'A latent reaction in a model GFP chromophore revealed upon confinement: Photohydroxylation of ortho -halo benzylidene-3-methylimidazolidiones via an electrocylization process'. Together they form a unique fingerprint.

Cite this

A latent reaction in a model GFP chromophore revealed upon confinement : Photohydroxylation of ortho -halo benzylidene-3-methylimidazolidiones via an electrocylization process. / Samanta, Shampa R.; Da Silva, José P.; Baldridge, Anthony; Tolbert, Laren M.; Ramamurthy, V.

In: Organic letters, Vol. 16, No. 12, 20.06.2014, p. 3304-3307.

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

@article{1386848bdd404f2ab71c36e5a02cc7d4,

title = "A latent reaction in a model GFP chromophore revealed upon confinement: Photohydroxylation of ortho -halo benzylidene-3-methylimidazolidiones via an electrocylization process",

abstract = "Excited state behavior of halogen substituted model GFP chromophores was investigated in an acetonitrile solution and in a confined environment provided by an octa acid capsule in water. Of the ortho, meta, and para halogen substituted GFP chromophores only the ortho compounds gave a new product resulting from an unprecedented photosubstitution of halogens by the hydroxyl group. This unusual reaction highlights the importance of confined spaces in bringing about some unattainable photoreactions.",

author = "Samanta, {Shampa R.} and {Da Silva}, {Jos{\'e} P.} and Anthony Baldridge and Tolbert, {Laren M.} and V. Ramamurthy",

year = "2014",

month = jun,

day = "20",

doi = "10.1021/ol5013058",

language = "English (US)",

volume = "16",

pages = "3304--3307",

journal = "Organic Letters",

issn = "1523-7060",

publisher = "American Chemical Society",

number = "12",

}

TY - JOUR

T1 - A latent reaction in a model GFP chromophore revealed upon confinement

T2 - Photohydroxylation of ortho -halo benzylidene-3-methylimidazolidiones via an electrocylization process

AU - Samanta, Shampa R.

AU - Da Silva, José P.

AU - Baldridge, Anthony

AU - Tolbert, Laren M.

AU - Ramamurthy, V.

PY - 2014/6/20

Y1 - 2014/6/20

N2 - Excited state behavior of halogen substituted model GFP chromophores was investigated in an acetonitrile solution and in a confined environment provided by an octa acid capsule in water. Of the ortho, meta, and para halogen substituted GFP chromophores only the ortho compounds gave a new product resulting from an unprecedented photosubstitution of halogens by the hydroxyl group. This unusual reaction highlights the importance of confined spaces in bringing about some unattainable photoreactions.

AB - Excited state behavior of halogen substituted model GFP chromophores was investigated in an acetonitrile solution and in a confined environment provided by an octa acid capsule in water. Of the ortho, meta, and para halogen substituted GFP chromophores only the ortho compounds gave a new product resulting from an unprecedented photosubstitution of halogens by the hydroxyl group. This unusual reaction highlights the importance of confined spaces in bringing about some unattainable photoreactions.

UR - http://www.scopus.com/inward/record.url?scp=84903209079&partnerID=8YFLogxK

UR - http://www.scopus.com/inward/citedby.url?scp=84903209079&partnerID=8YFLogxK

U2 - 10.1021/ol5013058

DO - 10.1021/ol5013058

M3 - Article

AN - SCOPUS:84903209079

VL - 16

SP - 3304

EP - 3307

JO - Organic Letters

JF - Organic Letters

SN - 1523-7060

IS - 12

ER -

A latent reaction in a model GFP chromophore revealed upon confinement: Photohydroxylation of ortho -halo benzylidene-3-methylimidazolidiones via an electrocylization process

Abstract

ASJC Scopus subject areas

Access to Document

Other files and links

Cite this