Synthesizing 4′,4″(5″) di-tert-butyldibenzo 18-crown-6 monitored by online FTIR

Juan Fan; Chunhai Yi; Xiaorong Lan; Bolun Yang

doi:10.1002/jhet.1815

Synthesizing 4′,4″(5″) di-tert-butyldibenzo 18-crown-6 monitored by online FTIR

Juan Fan
, Chunhai Yi
, Xiaorong Lan
, Bolun Yang

School of Chemical Engineering and Technology

Xi'an Jiaotong University

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

1 Scopus citations

Abstract

4′,4″(5″) Di-tert-butyldibenzo 18-crown-6 (DTBB18C6) was successfully synthesized by S_N2 nucleophilic substitution with 4-tert-butyl catechol as starting material. Effects of cyclization reagents, solvents, and templates were investigated. Reaction process was monitored by the real-time online FTIR to study the actual reaction route. The highest DTBB18C6 yield (above 33%) was obtained by using Cs₂CO₃ as the template, 2,2′-diethylene glycol ditosylate as the cyclization reagent, and THF as the solvent. From the result of FTIR, four different reaction stages of DTBB18C6 synthesis process were proposed.

Original language	English
Pages (from-to)	1058-1062
Number of pages	5
Journal	Journal of Heterocyclic Chemistry
Volume	51
Issue number	4
DOIs	https://doi.org/10.1002/jhet.1815
State	Published - Jul 2014

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10.1002/jhet.1815

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@article{68a6665cff944005975f89d398df11b6,

title = "Synthesizing 4′,4″(5″) di-tert-butyldibenzo 18-crown-6 monitored by online FTIR",

abstract = "4′,4″(5″) Di-tert-butyldibenzo 18-crown-6 (DTBB18C6) was successfully synthesized by SN2 nucleophilic substitution with 4-tert-butyl catechol as starting material. Effects of cyclization reagents, solvents, and templates were investigated. Reaction process was monitored by the real-time online FTIR to study the actual reaction route. The highest DTBB18C6 yield (above 33\%) was obtained by using Cs2CO3 as the template, 2,2′-diethylene glycol ditosylate as the cyclization reagent, and THF as the solvent. From the result of FTIR, four different reaction stages of DTBB18C6 synthesis process were proposed.",

author = "Juan Fan and Chunhai Yi and Xiaorong Lan and Bolun Yang",

year = "2014",

month = jul,

doi = "10.1002/jhet.1815",

language = "英语",

volume = "51",

pages = "1058--1062",

journal = "Journal of Heterocyclic Chemistry",

issn = "0022-152X",

publisher = "John Wiley and Sons Inc",

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TY - JOUR

T1 - Synthesizing 4′,4″(5″) di-tert-butyldibenzo 18-crown-6 monitored by online FTIR

AU - Fan, Juan

AU - Yi, Chunhai

AU - Lan, Xiaorong

AU - Yang, Bolun

PY - 2014/7

Y1 - 2014/7

N2 - 4′,4″(5″) Di-tert-butyldibenzo 18-crown-6 (DTBB18C6) was successfully synthesized by SN2 nucleophilic substitution with 4-tert-butyl catechol as starting material. Effects of cyclization reagents, solvents, and templates were investigated. Reaction process was monitored by the real-time online FTIR to study the actual reaction route. The highest DTBB18C6 yield (above 33%) was obtained by using Cs2CO3 as the template, 2,2′-diethylene glycol ditosylate as the cyclization reagent, and THF as the solvent. From the result of FTIR, four different reaction stages of DTBB18C6 synthesis process were proposed.

AB - 4′,4″(5″) Di-tert-butyldibenzo 18-crown-6 (DTBB18C6) was successfully synthesized by SN2 nucleophilic substitution with 4-tert-butyl catechol as starting material. Effects of cyclization reagents, solvents, and templates were investigated. Reaction process was monitored by the real-time online FTIR to study the actual reaction route. The highest DTBB18C6 yield (above 33%) was obtained by using Cs2CO3 as the template, 2,2′-diethylene glycol ditosylate as the cyclization reagent, and THF as the solvent. From the result of FTIR, four different reaction stages of DTBB18C6 synthesis process were proposed.

UR - https://www.scopus.com/pages/publications/84905049521

U2 - 10.1002/jhet.1815

DO - 10.1002/jhet.1815

M3 - 文章

AN - SCOPUS:84905049521

SN - 0022-152X

VL - 51

SP - 1058

EP - 1062

JO - Journal of Heterocyclic Chemistry

JF - Journal of Heterocyclic Chemistry

IS - 4

ER -

Synthesizing 4′,4″(5″) di-tert-butyldibenzo 18-crown-6 monitored by online FTIR

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