Synthesis of Sterically Protected Xanthene Dyes with Bulky Groups at C-3′ and C-7′

Zuhai Lei; Xinran Li; Yi Li; Xiao Luo; Miaomiao Zhou; Youjun Yang

doi:10.1021/acs.joc.5b01746

Synthesis of Sterically Protected Xanthene Dyes with Bulky Groups at C-3′ and C-7′

Zuhai Lei
, Xinran Li
, Yi Li
, Xiao Luo
, Miaomiao Zhou
, Youjun Yang^*

^*Corresponding author for this work

East China University of Science and Technology

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

28 Scopus citations

Abstract

Substitution of the xanthene scaffold with bulky groups at C-3′ and C-7′ is expected to protect the electrophilic central methine carbon against nucleophilic attack and inhibit stacking. However, such structures are not readily prepared via traditional xanthene syntheses. We have devised an alternative and convenient synthesis to enable facile preparation of this subset of xanthene dyes under mild conditions and in good yields.

Original language	English
Pages (from-to)	11538-11543
Number of pages	6
Journal	Journal of Organic Chemistry
Volume	80
Issue number	22
DOIs	https://doi.org/10.1021/acs.joc.5b01746
State	Published - 20 Nov 2015
Externally published	Yes

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title = "Synthesis of Sterically Protected Xanthene Dyes with Bulky Groups at C-3′ and C-7′",

abstract = "Substitution of the xanthene scaffold with bulky groups at C-3′ and C-7′ is expected to protect the electrophilic central methine carbon against nucleophilic attack and inhibit stacking. However, such structures are not readily prepared via traditional xanthene syntheses. We have devised an alternative and convenient synthesis to enable facile preparation of this subset of xanthene dyes under mild conditions and in good yields.",

author = "Zuhai Lei and Xinran Li and Yi Li and Xiao Luo and Miaomiao Zhou and Youjun Yang",

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T1 - Synthesis of Sterically Protected Xanthene Dyes with Bulky Groups at C-3′ and C-7′

AU - Lei, Zuhai

AU - Li, Xinran

AU - Li, Yi

AU - Luo, Xiao

AU - Zhou, Miaomiao

AU - Yang, Youjun

PY - 2015/11/20

Y1 - 2015/11/20

N2 - Substitution of the xanthene scaffold with bulky groups at C-3′ and C-7′ is expected to protect the electrophilic central methine carbon against nucleophilic attack and inhibit stacking. However, such structures are not readily prepared via traditional xanthene syntheses. We have devised an alternative and convenient synthesis to enable facile preparation of this subset of xanthene dyes under mild conditions and in good yields.

AB - Substitution of the xanthene scaffold with bulky groups at C-3′ and C-7′ is expected to protect the electrophilic central methine carbon against nucleophilic attack and inhibit stacking. However, such structures are not readily prepared via traditional xanthene syntheses. We have devised an alternative and convenient synthesis to enable facile preparation of this subset of xanthene dyes under mild conditions and in good yields.

UR - https://www.scopus.com/pages/publications/84947967599

U2 - 10.1021/acs.joc.5b01746

DO - 10.1021/acs.joc.5b01746

M3 - 文章

AN - SCOPUS:84947967599

SN - 0022-3263

VL - 80

SP - 11538

EP - 11543

JO - Journal of Organic Chemistry

JF - Journal of Organic Chemistry

IS - 22

ER -

Synthesis of Sterically Protected Xanthene Dyes with Bulky Groups at C-3′ and C-7′

Abstract

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