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Turning the Light On: Recent Developments in Photoinduced Olefin Metathesis
Synthesis ( IF 2.6 ) Pub Date : 2017-09-21 , DOI: 10.1055/s-0036-1589113
N. Lemcoff 1, 2 , Or Eivgi 1
Affiliation  

Abstract

Olefin metathesis is one of the most important methods to form carbon–carbon double bonds and has found many applications in industry and academia. The ability to initiate the reaction using external stimulus such as light, with high spatial and temporal resolution is highly advantageous and provides creative novel opportunities in organic syntheses and material sciences. This review article covers recent advances in light-activated olefin metathesis reactions from the development of novel complexes that can be initiated photochemically to recently reported applications of photoinduced olefin metathesis, as well as the bright newly emerging field of photoredox-mediated metal-free ROMP.

1 Introduction

2 Light-Activated Olefin Metathesis Complexes

2.1 Sulfur-Chelated Hoveyda–Grubbs-Type Complexes

2.2 Nitrogen-Chelated Hoveyda–Grubbs-Type Complexes

2.3 Catalyst Activation with Photoacid Generators

2.4 Phototuning of Active Complexes

2.5 Photoactivation of Non-Grubbs-Type Olefin Metathesis Complexes

3 Photoredox-Mediated Metal-Free ROMP

4 Applications of Photoinduced Olefin Metathesis

4.1 Chromatic Orthogonal Olefin Metathesis

4.2 UV-Filter-Assisted Olefin Metathesis

4.3 Photolithographic Olefin Metathesis Polymerization

5 Conclusions

Olefin metathesis is one of the most important methods to form carbon–carbon double bonds and has found many applications in industry and academia. The ability to initiate the reaction using external stimulus such as light, with high spatial and temporal resolution is highly advantageous and provides creative novel opportunities in organic syntheses and material sciences. This review article covers recent advances in light-activated olefin metathesis reactions from the development of novel complexes that can be initiated photochemically to recently reported applications of photoinduced olefin metathesis, as well as the bright newly emerging field of photoredox-mediated metal-free ROMP.

1 Introduction

2 Light-Activated Olefin Metathesis Complexes

2.1 Sulfur-Chelated Hoveyda–Grubbs-Type Complexes

2.2 Nitrogen-Chelated Hoveyda–Grubbs-Type Complexes

2.3 Catalyst Activation with Photoacid Generators

2.4 Phototuning of Active Complexes

2.5 Photoactivation of Non-Grubbs-Type Olefin Metathesis Complexes

3 Photoredox-Mediated Metal-Free ROMP

4 Applications of Photoinduced Olefin Metathesis

4.1 Chromatic Orthogonal Olefin Metathesis

4.2 UV-Filter-Assisted Olefin Metathesis

4.3 Photolithographic Olefin Metathesis Polymerization

5 Conclusions



中文翻译:

开灯:光诱导烯烃复分解的最新进展

摘要

烯烃复分解是形成碳-碳双键的最重要方法之一,并已在工业和学术界得到许多应用。利用外部刺激(例如光)以高时空分辨率引发反应的能力非常有利,并为有机合成和材料科学提供了新颖的创新机会。这篇综述文章涵盖了光活化烯烃复分解反应的最新进展,从可以通过光化学引发的新型配合物的开发到最近报道的光诱导烯烃复分解的应用,以及光氧化还原介导的无金属ROMP的新兴领域。

1引言

2种光活化的烯烃复分解配合物

2.1硫螯合的Hoveyda–Grubbs型复合物

2.2氮螯合的霍维达-格拉布斯型复合物

2.3用光致产酸剂活化催化剂

2.4活性配合物的光调谐

2.5非格拉布斯型烯烃复分解配合物的光活化

3光氧化还原介导的无金属ROMP

4光诱导烯烃复分解的应用

4.1彩色正交烯烃复分解

4.2紫外线过滤辅助的烯烃复分解

4.3光刻烯烃复分解聚合

5。结论

烯烃复分解是形成碳-碳双键的最重要方法之一,并已在工业和学术界得到许多应用。利用外部刺激(例如光)以高时空分辨率引发反应的能力非常有利,并为有机合成和材料科学提供了新颖的创新机会。这篇综述文章涵盖了光活化烯烃复分解反应的最新进展,从可以通过光化学引发的新型配合物的开发到最近报道的光诱导烯烃复分解的应用,以及光氧化还原介导的无金属ROMP的新兴领域。

1引言

2种光活化的烯烃复分解配合物

2.1硫螯合的Hoveyda–Grubbs型复合物

2.2氮螯合的霍维达-格拉布斯型复合物

2.3用光致产酸剂活化催化剂

2.4活性配合物的光调谐

2.5非格拉布斯型烯烃复分解配合物的光活化

3光氧化还原介导的无金属ROMP

4光诱导烯烃复分解的应用

4.1彩色正交烯烃复分解

4.2紫外线过滤辅助的烯烃复分解

4.3光刻烯烃复分解聚合

5。结论

更新日期:2017-09-21
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