1-phenyl-1-(4-pyrrolidinophenyl)prop-2-yn-1-ol | 214746-71-1

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 1-phenyl-1-(4-pyrrolidinophenyl)prop-2-yn-1-ol
• 英文别名: 1-phenyl-1-(4-pyrrolidin-1-ylphenyl)prop-2-yn-1-ol
• CAS: 214746-71-1
• 化学式: C₁₉H₁₉NO
• 分子量: 277.366
• InChiKey: YTQSPEFEDIMSGT-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.4
• 重原子数：
  21
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.26
• 拓扑面积：
  23.5
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  1-phenyl-1-(4-pyrrolidinophenyl)prop-2-yn-1-ol 在 aluminum oxide 、 正丁基锂 、 对甲苯磺酸 、 potassium hydroxide 作用下， 以 四氢呋喃 、 甲醇 、 正己烷 、 甲苯 为溶剂， 反应 0.41h， 生成 3-(4-fluorophenyl)-3-{3-phenyl-3-(4-pyrrolidinophenyl)-3H-naphtho[2,1-b]pyran-8-yl}3H-naphtho[2,1-b]pyran
  参考文献：
  名称：

  Photochromic bi-naphthopyrans

  摘要：

  A series of novel 3-aryl-(3,3-diaryl-3H-naphtho[2,1-b]pyran-8-yl)-3H-naphtho[2,1-b]pyrans has been accessed from 6-bromo-2-naphthol via a four step transformation. Acylation of the dianion derived from the treatment of 6-bromo-2-naphthol with n-butyllithium with Weinreb amides and subsequent reaction with a 1,1,-diarylprop-2-yn-1-ol gave 8-aroyl-3H-naphtho[2,1-b]pyrans in good yield. Addition of lithium trimethylsilylacetylide to the foregoing 8-aroylnaphthopyrans proceeded smoothly with base-mediated desilyation to afford the target bi-naphthopyrans upon acid-catalysed reaction with 2-naphthol. Preliminary evaluation of the photochromic response of the new bi-naphthopyrans revealed reversible independent naphthopyran ring-opening leading to a complex photochromic signature. (C) 2014 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.dyepig.2014.08.018
• 作为产物：
  描述：

  phenyl(4-(pyrrolidin-1-yl)phenyl)methanone 、 三甲基乙炔基硅 在 正丁基锂 、 氢氧化钾 作用下， 以 四氢呋喃 、 正己烷 、 甲醇 为溶剂， 反应 3.25h， 以96%的产率得到1-phenyl-1-(4-pyrrolidinophenyl)prop-2-yn-1-ol
  参考文献：
  名称：

  Gabbutt, Christopher D.; Heron, B. Mark; Instone, Alicia C., Heterocycles, 2003, vol. 60, # 4, p. 843 - 855

  摘要：

  DOI：

文献信息

• Photochromic compounds
  申请人：Kumar Anil

  公开号：US20050004361A1

  公开（公告）日：2005-01-06

  Various non-limiting embodiments disclosed herein relate generally to photochromic compounds, which may be thermally reversible or non-thermally reversible, and articles made therefrom. Other non-limiting embodiments relate to photochromic-dichroic compounds, which may be thermally reversible or non-thermally reversible, and articles made therefrom. For example, one non-limiting embodiment provides a thermally reversible, photochromic compound adapted to have at least a first state and a second state, wherein the thermally reversible, photochromic compound has an average absorption ratio greater than 2.3 in at least one state as determined according to CELL METHOD. Another non-limiting embodiment provides a photochromic compound comprising: (a) at least one photochromic group chosen from a pyran, an oxazine, and a fulgide; and (b) at least one lengthening agent L attached to the at least one photochromic group and represented by the formula —[S 1 ] c -[Q 1 -[S 2 ] d ] d′ -[Q 2 -[S 3 ] e ] e′ -[Q 3 -[S 4 ] f ] f′ —S 5 —P, which is described herein.

  本文披露的各种非限定实施例通常涉及光致变色化合物，可以是热可逆或非热可逆的，并且由此制成的物品。其他非限定实施例涉及光致-二色化合物，可以是热可逆或非热可逆的，并且由此制成的物品。例如，一个非限定实施例提供了一种热可逆的、光致变色化合物，适用于至少具有第一状态和第二状态，其中该热可逆的、光致变色化合物在至少一个状态下的平均吸收比大于2.3，根据CELL METHOD确定。另一个非限定实施例提供了一种光致变色化合物，包括：(a)至少一种从吡喃、噁唑和富里德中选择的光致变色基团；以及(b)连接到至少一种光致变色基团的至少一种延长剂L，由以下公式表示：—[S1]c-[Q1-[S2]d]d′-[Q2-[S3]e]e′-[Q3-[S4]f]f′—S5—P，如本文所述。
• 6-(BIPHENYL-ESTER)-3H-NAPHTHO[2,1-B]PYRANS AS PHOTOCHROMIC DICHROIC DYES AND OPTICAL ARTICLE CONTAINING THEM
  申请人：Aiken Stuart

  公开号：US20100039688A1

  公开（公告）日：2010-02-18

  A naphthopyran compound represented by the formula (I) wherein: n 1 , n 2 , p, m and q represent an integer; R 1 , R 2 and R 4 , represent a group selected from halogen, —R a , —OH, —OR a , —SH, —SR a , —NH 2 , —NR a R a1 , —NR b R c , —CO—R a , —CO 2 R a1 , —OC(O)—R d , —X—(R e )—Y, linear or branched (C 1 -C 18 ) perfluoroalkyl group, wherein R a , R a1 , R b , R c , X, Y, R e , and R d are as defined in the description; Z represents a group selected from CO, CS, SO, SO 2 , CO 2 , C(O)S, CS 2 , C(O)NH, C(O)NR a , C(S)NH, C(S)NR a and C═NR a ; R 3 represents a group selected from halogen, —R a , linear or branched (C 1-18 ) perfluoroalkyl group —OH, —OR a , —SH, —SR a , —NH 2 , and —NR a R a1 ; R 6 represents a group selected from —R a which may be optionally substituted, linear or branched (C 1-18 ) perfluoroalkyl, cycloalkyl, heterocycloalkyl, aryl, and heteroaryl, which may be optionally substituted; R 5 represents a group selected from: halogen, —R a , linear or branched (C 1-18 ) perfluoroalkyl group, —OH, —OR a , —SH, —SR a , —NH 2 , —NR a R a1 , —CO—R a , —O—C(O)—R a and —CO 2 R a1 ; or when q is equal to 2, then two R 5 together represents further a group —O—(CH 2 ) q1 —O— wherein q 1 represents an integer comprised from 1 to 3 inclusive.

  一种萘吡喃化合物，其化学式为（I），其中：n1、n2、p、m和q表示整数；R1、R2和R4表示从卤素、—Ra、—OH、—ORa、—SH、—SRa、—NH2、—NRaRa1、—NRbRc、—CO—Ra、— Ra1、—OC(O)—Rd、—X—(Re)—Y、线性或支链（C1-C18）全氟烷基组中选择的一个基团，其中Ra、Ra1、Rb、Rc、X、Y、Re和Rd如描述中所定义；Z表示从CO、CS、SO、SO2、CO2、C(O)S、CS2、C(O)NH、C(O)NRa、C(S)NH、C(S)NRa和C═NRa中选择的一个基团；R3表示从卤素、—Ra、线性或支链（C1-18）全氟烷基组、—OH、—ORa、—SH、—SRa、—NH2和—NRaRa1中选择的一个基团；R6表示从可选择替代的—Ra、线性或支链（C1-18）全氟烷基、环烷基、杂环烷基、芳基和杂芳基中选择的一个基团；R5表示从卤素、—Ra、线性或支链（C1-18）全氟烷基组、—OH、—ORa、—SH、—SRa、—NH2、—NRaRa1、—CO—Ra、—O—C(O)—Ra和— Ra1中选择的一个基团；或者当q等于2时，那么两个R5一起进一步表示一个基团—O—(CH2)q1—O—，其中q1表示从1到3的整数。
• PHOTOCHROMIC DICHROIC NAPHTHO-PYRANS AND OPTICAL ARTICLES CONTAINING THEM
  申请人：Aiken Stuart

  公开号：US20110122475A1

  公开（公告）日：2011-05-26

  A naphthopyran compound represented by the formulae (I) to (II) wherein:—mi, Hi2, p, q are each an integer comprised from O to 4 or 5 inclusive;—Ri, R2 and R4, represent a group selected from halogen, H, —Ra, aryl, —OH, —ORa, —SH, —SRa, —NH2, —NR8RaI, —NRbRc, —NRaI-CORa, —NRaiCO(aryl), —NRai aryl, —N-aryfe, —N(aryl)CO(aryl), —CO—R3, —CO2R3I, —OC(O)—Rd, and —X—(Re)—Y, and linear or branched (Ci-Ci8) perfluoroalkyl group, wherein R3, RaI, Rb, Rc, X, Y, Re, Rd are as defined into the description;—Zi re resent a group selected from: (formules)

  一种萘吡喃化合物，由公式（I）到（II）表示，其中：-mi，Hi2，p，q均为整数，范围为0至4或5，包括4或5；-Ri，R2和R4代表从卤素，H，-Ra，芳基，-OH，-ORa，-SH，-SRa，-NH2，-NR8RaI，-NRbRc，-NRaI-CORa，-NRaiCO（芳基），-NRai芳基，-N-aryfe，-N（芳基）CO（芳基），-CO-R3，-CO2R3I，-OC（O）-Rd和-X-（Re）-Y以及线性或支链（Ci-Ci8）全氟烷基，其中R3，RaI，Rb，Rc，X，Y，Re，Rd如描述中所定义；-Zi代表从（公式）中选择的基团。
• Photochromic dichroic naphtho-pyrans and optical articles containing them
  申请人：Essilor International (Compagnie Générale d'Optique)

  公开号：EP2098520B1

  公开（公告）日：2013-07-03
• WO2008/28930
  申请人：——

  公开号：——

  公开（公告）日：——