New Phenol Benzoate Cyanine Picolinium Salt Photoacid Excited-State Proton Transfer

Ori Green; Oren Gajst; Ron Simkovitch; Doron Shabat; Dan Huppert

doi:https://doi.org/10.1021/acs.jpca.7b02490

New Phenol Benzoate Cyanine Picolinium Salt Photoacid Excited-State Proton Transfer

Ori Green, Oren Gajst, Ron Simkovitch, Doron Shabat, Dan Huppert

School of Chemistry

Tel Aviv University

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

Abstract

Steady-state and time-resolved fluorescence techniques were employed to study the excited-state proton transfer (ESPT) to water and D₂O of a new photoacid, phenol benzoate cyanine picolinium salt (BCyP). We found that the ground-state pK_a is about 6.5, whereas the excited-state pK_a∗ is about -4.5. The ESPT rate constant, k_PT, to water is ∼0.5 × 10¹²s^-1 (τ_PT ≈ 2 ps) and in D₂O the rate is 0.33 × 10¹² s^-1. We determined that the BCyP photoacid belongs to the third regime of photoacids, the solvent-controlled regime.

Original language	English
Pages (from-to)	3079-3087
Number of pages	9
Journal	Journal of Physical Chemistry A
Volume	121
Issue number	16
DOIs	https://doi.org/10.1021/acs.jpca.7b02490
State	Published - 27 Apr 2017

All Science Journal Classification (ASJC) codes

Physical and Theoretical Chemistry

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https://doi.org/10.1021/acs.jpca.7b02490

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title = "New Phenol Benzoate Cyanine Picolinium Salt Photoacid Excited-State Proton Transfer",

abstract = "Steady-state and time-resolved fluorescence techniques were employed to study the excited-state proton transfer (ESPT) to water and D2O of a new photoacid, phenol benzoate cyanine picolinium salt (BCyP). We found that the ground-state pKa is about 6.5, whereas the excited-state pKa∗ is about -4.5. The ESPT rate constant, kPT, to water is ∼0.5 × 1012s-1 (τPT ≈ 2 ps) and in D2O the rate is 0.33 × 1012 s-1. We determined that the BCyP photoacid belongs to the third regime of photoacids, the solvent-controlled regime.",

author = "Ori Green and Oren Gajst and Ron Simkovitch and Doron Shabat and Dan Huppert",

note = "Publisher Copyright: {\textcopyright} 2017 American Chemical Society.",

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T1 - New Phenol Benzoate Cyanine Picolinium Salt Photoacid Excited-State Proton Transfer

AU - Green, Ori

AU - Gajst, Oren

AU - Simkovitch, Ron

AU - Shabat, Doron

AU - Huppert, Dan

PY - 2017/4/27

Y1 - 2017/4/27

N2 - Steady-state and time-resolved fluorescence techniques were employed to study the excited-state proton transfer (ESPT) to water and D2O of a new photoacid, phenol benzoate cyanine picolinium salt (BCyP). We found that the ground-state pKa is about 6.5, whereas the excited-state pKa∗ is about -4.5. The ESPT rate constant, kPT, to water is ∼0.5 × 1012s-1 (τPT ≈ 2 ps) and in D2O the rate is 0.33 × 1012 s-1. We determined that the BCyP photoacid belongs to the third regime of photoacids, the solvent-controlled regime.

AB - Steady-state and time-resolved fluorescence techniques were employed to study the excited-state proton transfer (ESPT) to water and D2O of a new photoacid, phenol benzoate cyanine picolinium salt (BCyP). We found that the ground-state pKa is about 6.5, whereas the excited-state pKa∗ is about -4.5. The ESPT rate constant, kPT, to water is ∼0.5 × 1012s-1 (τPT ≈ 2 ps) and in D2O the rate is 0.33 × 1012 s-1. We determined that the BCyP photoacid belongs to the third regime of photoacids, the solvent-controlled regime.

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U2 - https://doi.org/10.1021/acs.jpca.7b02490

DO - https://doi.org/10.1021/acs.jpca.7b02490

M3 - مقالة

C2 - 28362089

SN - 1089-5639

VL - 121

SP - 3079

EP - 3087

JO - Journal of Physical Chemistry A

JF - Journal of Physical Chemistry A

IS - 16

ER -

New Phenol Benzoate Cyanine Picolinium Salt Photoacid Excited-State Proton Transfer

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